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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 73 BR / 2 BA / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$150 - $389
Per week:$1,050 - $2,720
Pets allowed:No
Internet:Yes

Floor plans, 90 glowing reviews and a full pictorial coverage of 11 Freeman Lane await your viewing on our site: Briar Point Properties. Open your door and walk 1/2 mile to Nauset Harbor Beach for a swim and spectacular Atlantic Ocean views. This popular home has a cool central...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 135 BR / 4.5 BA / Sleeps 13
Home / 5 Bedrooms / Sleeps 13
(1) Excellent 1 Review

from

$640

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:13
Type:Home
Per night:$640 - $1,000
Per month:$19,200 - $30,000
Pets allowed:No
Internet:Yes

Floor Plans, 101 Reviews and Pictures await you at the site: Briar Point Properties. This is East Orleans' premier rental estate; now review rated #1 on Cape Cod for luxury lodging! The privacy and stunning views of the Atlantic Ocean, Nauset Beach and Pochet Island combine to...

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Excellent week

“ Excellent ”
June 28, 2015
We had an enjoyable week in this home. The location is ideal and the home was equipped with the finest of appliances. Every detail seemed to be present. The owners were very attentive and the home made clam chowder was delicious. This was our second visit and it won't be our last.
Vincent Marchello, Park ridge, NJ

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1 / 42

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 145 BR / 4 BA / Sleeps 14
Home / 5 Bedrooms / Sleeps 14
(1) Excellent 1 Review

from

$215

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:14
Type:Home
Per night:$215 - $543
Per week:$1,500 - $3,800
Pets allowed:No
Internet:Yes

ID #BONN10 Located in the Rock Harbor area of Orleans, is this fresh and colorfully furnished comfortable vacation home. Just only 0. 2 miles to Rock Harbor Beach for swimming, fishing, and boating fun. There is a wonderful heated in- ground pool to spend hot summer days lounging....

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Front View
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(13) Excellent 13 Reviews

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150
Per week:$850 - $2,100
Pets allowed:No
Internet:Yes

Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private road and 150 foot driveway opens into a large backyard, surrounded by privacy, tall Cape Cod pines and colorful flower beds. [NOTE TO ALL INQUIRERS - PLEASE SEE THE HOUSE'S...

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Another great stay

“ Excellent ”
June 19, 2015
This was our fifth year in a row and it was still wonderful. The proximity to the beach is great and my five year old loves the deck and the yard. The house is always clean and comfortable. The local restaurants are all good and the people you meet are even better. The Wellfleet drive-in is close and provides an experience not found much anymore. My son and I look forward to next year.
Marci Spotts, Birdsboro, PA

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1 / 8

Orleans Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 84 BR / 2.5 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$215 - $572
Per week:$1,500 - $4,000
Pets allowed:No
Internet:Yes

A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less than 700 feet away via a beautiful sandy path which passes a cranberry bog along the way. The rambling, airy & bright 3000 sq. ft. home has been renovated over...

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View from the beach to the house.
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 95 BR / 3 BA / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$443

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$443 - $979
Per week:$3,100 - $6,850
Pets allowed:No
Internet:Yes

Spectacular beach front home perfectly located between Skaket Beach and Rock Harbor. Swim in the Bay or float the "lazy river" of Little Namskaket Creek as the waters ebb and flow with the tides. Beach and creek are ideal for kids and steps away from your house! Relax on the expansive...

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View From Deck
1 / 19

Orleans Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 104 BR / 3.5 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(2) Excellent 2 Reviews

from

$929

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$929
Per week:$6,500
Pets allowed:No
Internet:Yes

Stunning four bedroom, 3, 000 Square Foot home on Town Cove in Orleans, Massachusetts. Incredible views from almost every room in the house. Five 8 foot sliding glass doors with screens open onto deck or balcony facing the Cove. Just renovated, new Deck overlooking Town Cove, ...

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Family vacation

“ Excellent ”
September 5, 2011
Great house, well appointed and very well kept with excellant views - being located in the middle of the cape is also a plus.We would stay at this house again, we all had a great time
Jim OConnor, Southampton PA

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1 / 15

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $300
Per week:$1,000 - $2,100
Pets allowed:Yes
Internet:No

Chill out and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage offers wonderful views of Lonnie's Pond and Kent's Point and has its own path to Lonnie's River leading out to Pleasant Bay. Bedrooms have air- conditioning for your comfort....

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1 / 18

Orleans Home
4 Bedrooms / 7 Bathrooms / Sleeps 144 BR / 7 BA / Sleeps 14
Home / 4 Bedrooms / Sleeps 14
Bedrooms:4
Bathrooms:7
Sleeps:14
Type:Home
Per night:$1,139 - $2,605
Per week:$7,969 - $18,229
Pets allowed:No
Internet:Yes

40 ORIE LANEMesmerizing views of Pochet Inlet, Nauset Beach and the Atlantic this 6000 square foot home is a gracious oasis of tranquility. This luxurious estate has every amenity you can think of. This home will make your vacation a relaxing and memorable escape. Sit by the heated...

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Property 18432
1 / 16

Orleans Home
5 Bedrooms / 2 Bathrooms / Sleeps 125 BR / 2 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
(1) Excellent 1 Review

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:12
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:No
Internet:Yes

96 Skaket Beach Road, Orleans, MASPECIAL FOR THE WEEK OF JULY 4th! Price reduced $200! Large saltbox home with Central Air. 6/10 mile to Skaket Beach and very close to The Captain Linnell House! This home features a wonderful backyard, fabulous deck and lovely marsh views. The...

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Orleans Massachusetts Vacation Rentals - Home
1 / 32

Orleans Home
6 Bedrooms / 5 Bathrooms / Sleeps 126 BR / 5 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$715

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Home
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

Lovely expansive home with pool and privacy near Crystal Lake and Kents Point. 58 Keziahs Lane . Last minute SUMMER SPECIAL for the week of Aug. 21st only for $5000! "Fields Cove" is a lovely 6000+ sq ft expansive home enjoying privacy and enchanting waterviews out over the in- ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 48

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 124 BR / 3 BA / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$358 - $443
Per week:$2,500 - $3,100
Pets allowed:No
Internet:Yes

Perfect Orleans location just half mile to Nauset Beach! [~]This exquisite home has everything you want in a vacation, with plenty of space for everyone to enjoy! Close enough to hear the surf during an evening stroll in the neighborhood, this property features a wonderful level...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(2) Excellent 2 Reviews

from

$500

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

19 Blueberry Island Road, Orleans, MAWonderful, bright and spacious home just 0. 4 miles to the very popular Skaket Beach and also deeded access to a private beach between Skaket Beach and Namskaket Creek. This home is large enough for two families! Completely renovated in 2008,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $486
Per week:$2,000 - $3,400
Pets allowed:No
Internet:Yes

27 Pond Road, OrleansNestled on a private 1. 5- acre wooded lot, this charming and newly constructed home combines comfort with gracious living! The large kitchen features high- end appliances, marble counters, breakfast booth with bay windows and opens to the dining area and...

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Orleans Massachusetts Vacation Rentals - Home
1 / 31

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:Yes

Property ID: 114103 / Key #: 2222 / Property Name: 36 Collins LaneGorgeous 5 bedroom home with Central A/C and all the amenities. First floor features a luxury eat in kitchen with granite countertops and stainless appliances, great dining room, and living area with gas fireplace....

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Orleans Massachusetts Vacation Rentals - Home
1 / 26

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 104 BR / 2 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$286
Per week:$2,000
Pets allowed:No
Internet:No

ID# BEACH7 SKAKET BEACH is just 3/10th's of a mile away via path at Willie Atwood Rd and Cape Cod Rail Bike trail access is very close to this splendid Orleans home! ~[~]This 4 bedroom home is set on almost an acre of land down a sand lane, steps from Cape Cod Bay and the Cape Cod...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 103 BR / 3 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500 - $679
Per week:$3,500 - $4,750
Pets allowed:No
Internet:Yes

20 Hayward Lane, East OrleansEnjoy this lovely, large, sun- filled home in charming East Orleans on a spacious, 1. 5 acre private property with saltwater views of Frostfish Cove (leading to Little Pleasant Bay) from almost every room. Relax and watch the boats go by from the large...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$243 - $429
Per week:$1,700 - $3,000
Pets allowed:No
Internet:Yes

Lovely home with small cottageCharming home near Town Cove and Asa s Landing. This beautifully decorated, pristine 3 bedroom home also has an adorable 1 bedroom cottage right next door. Perfect for the group that needs a little privacy or extra room. Equipped with central air and...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$829

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$829 - $929
Per week:$5,800 - $6,500
Pets allowed:No
Internet:No

Enjoy easy access to a gorgeous private association beach and dock on Pleasant Bay from this well maintained property in the beautiful neighborhood of ''East Egg''. This incredibly spacious home offers lovely water views, central air, large kitchen, and game room with regulation...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $429
Per week:$2,000 - $3,000
Pets allowed:No
Internet:No

Designed to look like an illustration from a children’s fairytale, this gracious and comfortable vacation home promises a magical vacation any time of the year. Enter through lush gardens into a surprisingly spacious, fully air conditioned home designed with relaxation, convenience,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$393

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$393 - $458
Per week:$2,750 - $3,200
Pets allowed:Yes
Internet:No

Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly- furnished home is set on over an acre of beautiful multi- level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association tennis courts...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$515

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$515 - $572
Per week:$3,600 - $4,000
Pets allowed:No
Internet:No

Crystal Lake Waterfront! Enjoy fresh water swimming right outside your door! This wonderful, private spot is ideal for the extended family offering 5 bedrooms plus an office/den, including an incredibly spacious master bedroom suite and two other bedrooms that open out onto a ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 26

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:No

Cape Cod elegance describes this beautiful, expansive home which sits peacefully at the end of the cul- de- sac overlooking the natural beauty of a multi- acre cranberry bog and pond. Ideal for the larger gathering with its great room with soaring cathedral ceiling, gorgeous eat-...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 2 Bathrooms / Sleeps 105 BR / 2 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$258

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$258 - $500
Per week:$1,800 - $3,500
Pets allowed:No
Internet:No

Incredible spot! Expansive Cape cottage on a bluff in Nauset Heights overlooking Nauset Inlet and the Atlantic with a newer upper level deck and a private stairway down to the beach. Casual Olde Cape Cod with pine panelling throughout. The main floor bedrooms consist of a large bedroom...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $300
Per week:$2,000 - $2,100
Pets allowed:No
Internet:No

This charming and pristine contemporary ranch, nestled in a private wooded paradise- Mayflower Point, is minutes by foot to private salt and fresh water accesses for boating, swimming, or fishing. Launch a kayak at ''The River'', leading to Pleasant Bay and the outer beaches,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
7 Bedrooms / 4 Bathrooms / Sleeps 107 BR / 4 BA / Sleeps 10
Home / 7 Bedrooms / Sleeps 10

from

$358

/ night

Email Owner
Bedrooms:7
Bathrooms:4
Sleeps:10
Type:Home
Per night:$358 - $429
Per week:$2,500 - $3,000
Pets allowed:No
Internet:No

Charming Antique home with 6 bedrooms plus a den providing accommodations for up to 10 guests. Two kitchens, two living rooms, set on a huge lot in the lovely Barley Neck area of East Orleans. All the beds are new, it has been freshly painted and has a great yard. The barn has ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 23

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$429 - $543
Per week:$3,000 - $3,800
Pets allowed:No
Internet:Yes

17 Blue Heron Way - Watefront on Namequoit RiverPrices reduced for the remaining open weeks! Wonderful Waterfront compound with incredible views of the Namequoit River and direct access to Pleasant Bay. This property has plenty of room for the extended family with a main house and...

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Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 105 BR / 3 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:No
Internet:Yes

Commonwealth 286 South Orleans Rd, South Orleans MAWonderful family home with fenced in back yard & restful front porch. Pure Cape Cod feel to this well maintained and tastefully appointed home. Super equipped home too. New custom kitchen with maple cabinets and granite counter tops....

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 94 BR / 3 BA / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$215 - $498
Per week:$1,500 - $3,480
Pets allowed:No
Internet:Yes

Property ID: 114251 / Key #: 2324 / Property Name: 21 Manito RoadLovely waterfront home on Meetinghouse River. First floor includes open living / dining area, eat- in kitchen with stainless steel applainces, 3 bedrooms and 2 baths. Lower level has one bedroom with a queen bed, ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 27

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(1) Very Good 1 Review

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:No

ID #2010 Enjoy Cape Cod in this Beautifully Decorated Orleans Vacation Home located One Mile from Nauset Beach. [~]This home features 4 bedrooms and 2 bathrooms, sleeping up to 8 guests, 4 adult limit. [~]Enter into the wonderful modern kitchen with breakfast bar seating 5 and dining...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$258 - $358
Per week:$1,800 - $2,500
Pets allowed:No
Internet:Yes

Under 1 mile to Skaket Beach Summer Special Price just reduced to $2600/week for the weeks of 7/4- 7/18! Wonderful home near Skaket Beach, A/C, private yard, quiet neighborhood! Just under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath home on the bayside of Orleans!...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$250
Per week:$1,750
Pets allowed:No
Internet:Yes

123 Areys Lane, Orleans - Property ID: 18226Surrounded by serene woods, this inviting Cape has much to offer and is just 1/2 mile to Pilgrim Lake & 3 miles to Nauset Beach. This home features a sunny breezeway/ den that connects to a large eat- in kitchen, spacious living/ dining...

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Orleans Massachusetts Vacation Rentals - Home
1 / 15

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$350 - $408
Per week:$2,450 - $2,850
Pets allowed:No
Internet:Yes

Property ID: 18543 / Key #: 183 / Property Name: 26 Winslow DriveLocated in South Orleans and close to Chatham for shopping and dining! This home is less than ½ mile to the beaches on Pleasant Bay and overlooks scenic Uncle Seth’s Pond. This contemporary home with an abundance...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$200

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $286
Per week:$1,400 - $2,000
Pets allowed:No
Internet:Yes

41 Chestnut Drive - Waterfont on Pleasant Bay! Spend your vacation on a bluff overlooking Pleasant Bay! For those nature lovers who like total privacy, this contemporary beach house provides easy access by path to a private beach that is wonderful for windsurfers and sailors. ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$479

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$479 - $515
Per week:$3,350 - $3,600
Pets allowed:No
Internet:Yes

15 Mill Pond Road, Orleans, MABeautifully decorated home in the desirable Mill Pond area and with central air! . This comfortable home has an updated ktichen with new appliances, countertops, and flooring. Gorgeous Great Room with Cathedral Ceiling and "46 inch TV, leads to a...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $258
Per week:$1,200 - $1,800
Pets allowed:Yes
Internet:Yes

28 Kings Way, Orleans MAAdorable 3 Bedroom, 2 Bath Cape style home close to Skaket Beach. Convenient to Nauset Beach, Orleans Town Center, and the bike trail. Main level includes large living area, eat in kitchen, bedroom with two twins and full bath. Second level has main room...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$408

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$408
Per week:$2,850
Pets allowed:Yes
Internet:Yes

61 Captain Linnell Road, Orleans, MASpacious, beautifully updated, dog friendly home near Skaket Beach. Large granite and stainless kitchen opens to dining area, living area and office. Sliders to deck, brick patio, back yard and fire pit. First floor bedroom with queen bed...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $243
Per week:$1,200 - $1,700
Pets allowed:No
Internet:Yes

Property ID: 107082 / Key #: 1128 / Property Name: 13 Longview DrSUMMER SPECIAL for week of July 18 only for $1500! Only minutes to Bakers Pond for the fresh water enthusiast. A few minutes Drive to Nauset and Skaket beaches! Sleeping 8, this charming 4 bedroom, 2 bath home is...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $343
Per week:$1,200 - $2,400
Pets allowed:Yes
Internet:No

This wonderful 4- bedroom, dog- friendly, vacation home is located only 200 yards from Skaket Beach. This great spot offers a fully equipped kitchen, living room, sun room, two bedrooms and full bath on the first level and two bedrooms and full bath on the second level. Enjoy...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$186 - $300
Per week:$1,300 - $2,100
Pets allowed:No
Internet:No

At the end of a private lane lies your secluded vacation retreat on tranquil Pilgrim Lake. Just 60 feet from the decks and living room window is your private lakefront with boat dock for swimming, boating or fishing. The main deck, overlooking the water with comfortable outdoor ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$200 - $358
Per week:$1,400 - $2,500
Pets allowed:No
Internet:No

Walk to Skaket Beach! Spacious home tucked away at the end of a quiet cul- de- sac only 6/10ths of a mile from the sandy shore of Cape Cod Bay. Offering great privacy on 1. 3 acres, the highlights of this home are its wonderful family room with cathedral ceiling and wood stove, ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $300
Per week:$1,600 - $2,100
Pets allowed:No
Internet:No

Recently renovated home tucked up on a knoll located in a very pleasant East Orleans neighborhood. The addition of a new second floor consists of two spacious bedrooms that look out to a scenic pond across the way and a nice bath. The rest of the home offers comfortable furnishings...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143
Per week:$1,000
Pets allowed:No
Internet:No

Comfortable 4 bedroom home located on a quiet dead end road just a short distance from Rock Harbor and the Cape Cod Rail Trail. Enjoy the spacious screened- in porch and all amenities. Additional amenities include: room fans, lobster pot, outdoor shower (private/hot water), heat,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$300 - $372
Per week:$2,100 - $2,600
Pets allowed:No
Internet:No

Bright and newly remodeled beach house located at the end of a sandy lane only 2/10ths of a mile from Skaket Beach on Cape Cod Bay. Enjoy the panoramic salt marsh views and peeks out the The Bay. The brand new kitchen, two living areas, flat- screen TV and multiple decks make this...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286
Per week:$2,000
Pets allowed:No
Internet:No

Bright, open and very spacious Cape centrally located on a cul- de- sac not far from Skaket Beach, Rock Harbor, The Cape Cod Rail Trail and Orleans Center. A wonderful, very well maintained home- - with a large deck ideal for eating summer meals or reading a book. Now with A/C...

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Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$236

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$236 - $250
Per week:$1,650 - $1,750
Pets allowed:No
Internet:No

Very spacious and nicely appointed home perfect for the larger get- together. Located on a wooded lot close to Little Pleasant Bay and the Paw Wah Pond boat ramp. Enjoy the nice deck and all amenities, including an updated kitchen and new flat- screen TV- - plus CENTRAL A/C! Off...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$486

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$486
Per week:$3,400
Pets allowed:No
Internet:No

Completely renovated, absolutely gorgeous, Sea Captain's home located on over an acre in the highly sought after Nauset Heights area of East Orleans. Enjoy the light and breezy feeling throughout, the wonderful screened- in porch and the spacious deck with peeks of the ocean. A...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$236 - $250
Per week:$1,650 - $1,750
Pets allowed:No
Internet:Yes

Renovated ranch with semi- finished lower level walkout tucked up on a hill in the lovely Brick Hill area of East Orleans. This nice vacation home is fresh and bright offering newer furnishings and convenience to the East Orleans Village and Nauset Beach. Three bedrooms accommodate...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$372

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$372
Per week:$2,600
Pets allowed:No
Internet:No

WATERFRONT on Bakers Pond! Contemporary home on 3 levels, all with water views! Bright and open throughout, with a private path to the waters edge. Escape from it all with swimming and boating right outside your door. This home is highlighted by the open Living/Dining/Kitchen ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$315
Per week:$2,200
Pets allowed:No
Internet:Yes

12 Heritage DriveLovely, spacious colonial home near Pah Wah Pond and equidistant to Nauset Beach or Skaket Beach and centrally located to Pleasant Bay, Chatham and National Seashore Beaches. A gorgeous kitchen with stainless appliances and granite counters opens to a spacious dining...

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