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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 13
Home / 5 Bedrooms / Sleeps 13

from

$575

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:13
Type:Home
Per night:$575 - $1,000
Per month:$17,250 - $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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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$175
Per month:$5,250
Pets allowed:No
Internet:Yes

Floor plans, 90 Reviews and a full pictorial coverage of 11 Freeman Lane await your viewing on our site: Briar Point Properties. Open your door and walk to Nauset Harbor Beach for a swim, spectacular Atlantic Ocean views and a vista of the Orleans fishing fleet at anchor. This popular...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 5
Home / 3 Bedrooms / Sleeps 5

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:5
Type:Home
Per night:$129
Per week:$900
Pets allowed:No
Internet:No

Beautiful marsh views from this extremely well maintained cottage. Easy access to the Cape Cod Rail Trail, and a short distance to Rock Harbor to check out the charter fishing fleet or watch the memorable sunsets. Additional amenities include: room fans, glass/sun porch, outdoor...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / 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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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 3.5 Bathrooms / 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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Orleans Massachusetts Vacation Rentals - Home
1 / 12

Orleans Home
3 Bedrooms / 2 Bathrooms / 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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Great escape!

“ Excellent ”
September 2, 2014
A secluded ideal vacation location. Close to the beach and all Orleans has to offer, yet a private setting with amenities to please. Well built home that offers an open floor plan and plenty of space to spread out.
Mary Stott, Medway, MA USA

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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
4 Bedrooms / 2.5 Bathrooms / 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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Orleans Massachusetts Vacation Rentals - Home
1 / 8

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(1)“ Excellent ”1 Review

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$145
Per month:$4,350
Pets allowed:No
Internet:Yes

Bright, open, contemporary post & beam "barn" with lots of glass on a wooded lot. Short walk to Baker's Pond and Higgins Pond and 600 acre Nickerson State Park. Cozy and comfortable with a mix of antiques and contemporary furnishings. Perfect location for mountain biking, hiking,...

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Lovely, calm place

“ Excellent ”
July 2, 2014
We had a wonderful time- the barn, and the lofted bed, were perfect!
Michael West, New Haven, CT

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Orleans Massachusetts Vacation Rentals - Home
1 / 31

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$315 - $500
Per week:$2,200 - $3,500
Pets allowed:No
Internet:No

This Orleans property features stunning views of Robert's Cove from almost every room in the house. This custom built home has a casual floor plan that takes advantage of the serene waterfront setting, as well as comfortable furniture for relaxing. Enjoy the pathway around Robert's...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$243 - $486
Per week:$1,700 - $3,400
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 / 8

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $279
Per week:$1,400 - $1,950
Pets allowed:No
Internet:No

Charming ranch on a quiet lane offering a idyllic setting right on Henson's Cove. There are many ways to enjoy the outdoors at this wonderful location. Bring your kayak or canoe to paddle Pleasant Bay, enjoy beautiful fresh water swimming at nearby Crystal Lake, walk the conservation...

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Orleans Massachusetts Vacation Rentals - Home
1 / 9

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$115 - $143
Per week:$800 - $1,000
Pets allowed:No
Internet:No

Location, Location! Popular duplex cottage very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each side rents separately and has its own deck. Unit 2 (#429) with two bedrooms, has a new kitchen for the 2014 season. Unit 1 (#428) has three bedrooms. Both share the enclosed...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$142

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$142 - $186
Per week:$990 - $1,300
Pets allowed:No
Internet:No

This charming modern waterfront cottage is located in the exclusive section of Orleans called Mayflower Point where the Namequoit River meets Little Pleasant Bay. The secluded area boasts scenic water views, quiet nights and sounds of birds. The living space has a new whole house...

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Orleans Massachusetts Vacation Rentals - Home
1 / 11

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$815

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$815
Per week:$5,700
Pets allowed:No
Internet:Yes

Experience the simpler days of Old Cape Cod in this charming and well- appointed home on the water. Salt air, sea breezes and sensational sunsets abound on this private beach at beautiful Skaket Beach. Imagine being able to enjoy swimming, fishing, clamming, boating and sunbathing...

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Orleans Massachusetts Vacation Rentals - Home
1 / 22

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$272

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$272 - $458
Per week:$1,900 - $3,200
Pets allowed:No
Internet:Yes

Exceptional home close to Skaket Beach in Orleans. This vibrant and tastefully decorated home is located approximately 1/2 mile from the private beach access. This exceptional property has been recently renovated with sophisticated fixtures, meticulously selected furniture, fresh...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
5 Bedrooms / 4 Bathrooms / 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 / 5

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$236

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$236 - $265
Per week:$1,650 - $1,850
Pets allowed:No
Internet:No

Newly refurbished ranch located on a knoll not far from Eldredge Park. This lovely vacation home is fresh and bright, offering brand new furniture with cottage charm, all amenities, and a flat- screen TV. Enjoy the ease of one floor living, the spacious patio with gas & charcoal...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
3 Bedrooms / 4 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:7
Type:Home
Per night:$358 - $472
Per week:$2,500 - $3,300
Pets allowed:Yes
Internet:No

Truly a one- of- a- kind contemporary home on Little Pleasant Bay! Set on over an acre of wooded land, this light and bright beach home has multiple decks, a screened porch and views of the water from nearly every room. Sliders in the living room and kitchen/dining area open to...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$193 - $258
Per week:$1,350 - $1,800
Pets allowed:No
Internet:No

Charming period home located only 2/10ths of a mile from gorgeous Nauset Beach on The Atlantic. Enjoy the sunny deck, comfortable furnishings, wonderful country kitchen and spacious backyard. Attached apartment also available for rent. Additional amenities include: room fans, lobster...

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Orleans Massachusetts Vacation Rentals - Home
1 / 10

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$279

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$279
Per week:$1,950
Pets allowed:Yes
Internet:No

Charming home located on a nice wooded lot in South Orleans with lovely furnishings, central Air Conditioning, and all amenities. Just a short distance (1/4 mile) to the boat ramp on Quanset Pond with access to the saltwater of Pleasant Bay. Additional amenities include: beach chairs,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215
Per week:$1,500
Pets allowed:No
Internet:No

Spacious ranch with open living, dining and kitchen located in a quiet residential neighborhood. Offering all amenities- - including CENTRAL A/C and WIFI. Convenient to town and beaches, close proximity to tennis courts, playground and ballfield. Additional amenities include: ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 13

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $400
Per week:$2,000 - $2,800
Pets allowed:No
Internet:No

Newly renovated sprawling ranch home located in the beautiful Briar Springs area of East Orleans. The highlights of this lovely, bright and open home are its spacious great room with vaulted ceiling whichs leads out to a large deck, a separate living/dining area, new granite kitchen,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 6

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$122
Per week:$850
Pets allowed:No
Internet:No

Clean, comfortable and cozy cottage overlooking Rock Harbor Marsh. Wonderful screened in porch for your evening pleasure. 2 Bedrooms, 1 Bath. 1 Double, 2 TwinsAdditional amenities include: outdoor shower (private/hot water), outdoor furniture, room fans, lobster pot, coffeemaker....

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$275

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$275 - $315
Per week:$1,925 - $2,200
Pets allowed:No
Internet:No

WATERFRONT on Bakers Pond! Take the path from the patio to your private pondfront to enjoy swimming, fishing and kayaking on this lovely freshwater pond. Designed as an airy contemporary cabin on 3 levels- - all with sunset water views- - this home has beautiful pine panelling...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$179 - $229
Per week:$1,250 - $1,600
Pets allowed:No
Internet:No

This is a newer three bedroom two and a half bath home with a large kitchen and open dining and living area. There are three large bedrooms. One on the first floor with a queen bed and its own full bathroom and two more bedrooms on the second floor with a full bath, one with two ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$93
Per week:$650
Pets allowed:No
Internet:No

This small two bedroom home has all the quiet charm that you would expect for your cape cod vacation. Perfect for a couple or a small family, this home offers relaxation. - All reservations have a $60 reservation fee and a refundable security deposit. - Additional amenities include:...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 2 Bathrooms / 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, MALarge, rambling saltbox home 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. Central a/c added for 2015. The home features 5 Bedrooms (2 queens,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / 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 / 16

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$400
Per week:$2,800
Pets allowed:No
Internet:Yes

Under 1 mile to Skaket BeachJust under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath home on the bayside of Orleans! Spacious home with all of the desired amenities. Convenient to the bike trail, shopping, and beaches. Main level includes living area, dining room,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 32

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,000
Per week:$7,000
Pets allowed:No
Internet:No

Big & Beautiful on the Bay in Orleans$7000 PEAK SUMMER WEEKLY RATESituated between Skaket Beach and Rock Harbor, this magnificent home leaves nothing to be desired. Commanding views and direct access to private beach land compliment the seclusion and privacy at this bayside property....

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$540

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$540
Per week:$3,775
Pets allowed:No
Internet:No

Masterfully Renovated across from Pleasant Bay$3, 550 PRIME SUMMER WEEKLY RATE (Linens Included)This pristine property is located on Orleans Road in Orleans. Every room, every aspect of this newly renovated home is truly something special. The home is brand new in every aspect. ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 22

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$358 - $400
Per week:$2,500 - $2,800
Pets allowed:No
Internet:Yes

Ocean beach and coves a short walk away! This classic Cape cottage is built on half an acre. You will love the views across the open, protected habitat leading to Roberts Cove, one of many inlets comprising the extensive Nauset Harbor waterways. This home offers comfortable 3. ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

from

$600

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:8
Type:Home
Per night:$600
Per month:$18,000
Pets allowed:No
Internet:Yes

6 day Labor Day special! Rent this home Saturday, August 29th through Friday, September 4th for only $3600 and avoid the Labor Day traffic! Located overlooking the sands of Nauset Beach, this spotless vacation home is as true a Cape Cod experience as you could ever find. Complete...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
1 Bedroom / 2 Bathrooms / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(1)“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Home
Per night:$315
Per week:$2,200
Pets allowed:No
Internet:Yes

Stunning Carriage House with Ocean Views in Nauset Heights. This home has an authentic feel of a post and beam barn. Superbly appointed with sliding barn doors, authentic wide pine floors and an enormous fieldstone fireplace. Home offers an amazing kitchen, one bedroom plus open...

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Orleans Massachusetts Vacation Rentals - Home
1 / 5

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$286 - $329
Per week:$2,000 - $2,300
Pets allowed:No
Internet:Yes

Wonderful home in very private East Orleans setting! Screened- in porch off the well- equipped kitchen area to enjoy all our summer meals. There is even a large deck off kitchen for grilling and relaxing. There are (3) bedrooms on first level including (1) king bedroom suite, and...

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Orleans Massachusetts Vacation Rentals - Home
1 / 26

Orleans Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$375

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$375 - $4,500
Per month:$11,250 - $135,000
Pets allowed:No
Internet:No

Beach, Kayaks, SUPs on Pristine Orleans Lake! $4, 500 PRIME SUMMER WEEKLY RATEPlease Note: This home rents Sunday to Sunday in peak summer monthsExpansive Waterfront Home on Crystal Lake in the heart of Orleans. Crystal Lake is a pristine fresh water lake located close to Orleans...

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Orleans Massachusetts Vacation Rentals - Home
1 / 40

Orleans Home
5 Bedrooms / 7 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$779

/ night

Email Owner
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Home
Per night:$779
Per week:$5,450
Pets allowed:No
Internet:No

Pleasant Bay Views, Big, Upscale, Secluded$5, 450 PRIME SUMMER WEEKLY RATENestled in the woods of South Orleans on Pleasant Bay on 6. 5 acres, this gorgeous home is a luxurious way to vacation on the lower Cape. The home has over 5000 square feet of living space, 5 bedrooms,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 30

Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$643 - $915
Per week:$4,500 - $6,400
Pets allowed:No
Internet:No

Large 5 Bedroom with AC on Skaket BeachOFF- SEASON WEEKS AVAILABLE FROM $3, 800! Please note: This property rents Sunday to Sunday with some exceptions in May- JuneHere's a great find: a top quality vacation home, located directly on the beach that can comfortably accommodate a...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$272

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$272 - $372
Per week:$1,900 - $2,600
Pets allowed:No
Internet:Yes

5 Skaket Circle, Orleans, MAOnly 1/10 mile to famous Skaket Beach! This sweet 3 bedroom 1. 5 bath home has a great screened in porch for morning coffee or to sit out in the evening. Stoll down after dinner to see the sunset or play in the tide pools at low tide. Bedrooms include...

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Orleans Massachusetts Vacation Rentals - Cottage
1 / 14

Orleans Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 8
Cottage / 3 Bedrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Cottage
Per night:$215 - $300
Per week:$1,500 - $2,100
Pets allowed:Yes
Internet:No

New Bedroom suite, recently expanded living room, Flat screen TV's and 2nd bath! [~]This quaint 3 bedroom, 2 full bathroom Cape Cod Vacation Cottage is located on a spacious corner lot located just 3/10 of a mile from beautiful Skaket Beach in Orleans. [~]Enter into cheerful living...

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Orleans Massachusetts Vacation Rentals - Home
1 / 5

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$399

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$399
Per month:$11,970
Pets allowed:Yes
Internet:Yes

Country living in a private enclave, walk to water, on two acres! Crystal Lake, clear with sandy bottom, is an 0. 4 mile walk. Nauset Beach, the Cape s best, is three miles away, no traffic lights. Just 0. 1 mile walk to a conservation area with a mile of waterfront, and ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 23

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $272
Per week:$1,400 - $1,900
Pets allowed:No
Internet:Yes

1 Mile to Skaket Beach, King Bed, 3 ACs & WIFI - This is a classic Cape Cod home in a private location between the Bay and the Atlantic with cooling cross breezes, close proximity to Skaket Beach and Orleans center. This three bedroom, two bath property with a private yard is...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 3 Bathrooms / 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

Scenic waterfront property with tranquil water views and saltwater access all the way to Chatham. This delightful home was updated and complete with new furnishings from top to bottom for the 2013 summer season. Stylish and inviting, the main floor offers a well- equipped kitchen,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$200

/ night

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

This nicely furnished, pet- friendly home is located on a quiet wooded lot close to the Rail Trail, center of town and Skaket Beach. The first level of the home features an updated kitchen with dining table, living area, full bathroom with tub/shower, and one bedroom with two...

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Orleans Massachusetts Vacation Rentals - Home
1 / 22

Orleans Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$258

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$258 - $386
Per week:$1,800 - $2,700
Pets allowed:No
Internet:No

Built in 2013, this beautiful home abuts conservation land and sits at the end of a cul de sac offering great peace and quiet for your vacation. The interior is clean and nicely decorated and offers amenities like Wifi, cable tv and Central A/C, (central a/c also in lower level)....

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Orleans Massachusetts Vacation Rentals - Home
1 / 43

Orleans Home
2 Bedrooms / 1 Bathroom / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:8
Type:Home
Per night:$272
Per week:$1,900
Pets allowed:No
Internet:No

Nice 2 bedroom, 1. 5 bath home so close you can walk to your own private association beach on Pleasant bay. When you walk in the front door you go up a few stairs to get to the main level. The first level has a nice living room/dining room, a galley kitchen, and a relaxing 3 season...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$286 - $472
Per week:$2,000 - $3,300
Pets allowed:No
Internet:No

This is a gorgeous contempory home with a path to your own private beach on Pleasant Bay. The house features 3 bedrooms that all have ensuite bathrooms and their own decks with waterviews. The lower level has 2 bedrooms each with 2 twins and the 2nd floor has a queen bedroom. The ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 18

Orleans Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$208

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$208 - $265
Per week:$1,450 - $1,850
Pets allowed:No
Internet:No

This custom designed home was renovated just a couple years ago and is newly furnished and tastefully decorated. It has all the comforts and conveniences of home: bedroom A/C units on each floor; GenAir cook top with grill and griddle; double oven; gas & charcoal grills; 4 TVs,...

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Orleans Massachusetts Vacation Rentals - Home
1 / 17

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$129 - $186
Per week:$900 - $1,300
Pets allowed:No
Internet:No

Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask for while enjoying your Cape Cod vacation. Walk to Main Street and the Bike Trail in less than a half mile or bike to beautiful Skaket Beach - just a mile away!...

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Orleans Massachusetts Vacation Rentals - Home
1 / 14

Orleans Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:No

This is a comfy, updated 2 bedroom cottage is nestled in a wooded area walking distance to Skaket Beach. With sleeping for 6 and 2 full bathrooms, this is a great rental for your vacation! The main living area is open and airy with a living, dining, kitchen area. The 2 main bedrooms...

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