Orleans Vacation Rentals, Homes, & More

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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 / 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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Magnificent Salt Waterfront Estate, Heated Pool, Cool A/C
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 / 18

Orleans Home
4 Bedrooms / 7 Bathrooms / 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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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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View from the beach to the house.
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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View From Deck
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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Front View
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 / 21

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

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$143 - $286
Per week:$1,000 - $2,000
Pets allowed:No
Internet:Yes

AMAZING NEW LISTING! WALK TO POND! br> An amazing rental property with open living room and kitchen and separate dining room; terrific spacious spaces for gathering! For those who like to swim, fish and hike, this property is a short walk to Baker's Pond, and abuts Nickerson...

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1 / 25

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

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$358 - $675
Per week:$2,500 - $4,725
Pets allowed:No
Internet:Yes

Wonderful Family Waterfront Retreat with Waterviews of Woods Cove, and Nauset Beach to the Coast Guard Station. This lovely 5 bedroom, 4 bath, 3 level home has lots of living space, gorgeous views, central air conditioning (top floor), wireless internet, washer/dryer, private...

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1 / 19

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

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$286 - $428
Per week:$2,000 - $2,995
Pets allowed:No
Internet:Yes

Walk to Rock Harbor. Only 150 yards and you are on the beach. Rock Harbor is famous for it's sunsets. Great for the photography buff and family photos. This is a restored Captain's style home with all the modern conveniences. Home features WiFi, office set up, expanded cable and...

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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 / 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 / 31

Orleans Home
5 Bedrooms / 4 Bathrooms / 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 / 14

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

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158 - $172
Per week:$1,100 - $1,200
Pets allowed:No
Internet:Yes

Lovely three bedroom contemporary Cape with an open floor plan located in a private cul de sac neighborhood. Features wireless internet, deck and private outdoor shower and is near the bike trail. Two bedrooms are on the first floor. One with a trundle bed and the other with two ...

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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 / 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 / 18

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

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$186 - $286
Per week:$1,300 - $2,000
Pets allowed:Yes
Internet:No

AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted ceiling and a private half- bath, plus a lovely wraparound porch with hammock. The sunny interior features newly- painted floors, comfy furnishings throughout and excellent...

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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 / 24

Orleans Home
5 Bedrooms / 3 Bathrooms / 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 / 48

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

from

$572

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$572 - $1,286
Per week:$4,000 - $9,000
Pets allowed:No
Internet:Yes

Luxurious Orleans Home with Private Salt Pool, Sleeps 10$9000 Prime Summer Weekly RateLocated on a large private lot in South Orleans, this luxurious property provides the highest level of amenities and diverse indoor and outdoor living space. With an eclectic interior design and...

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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

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358 - $400
Per week:$2,500 - $2,800
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 / 17

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

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$186 - $358
Per week:$1,300 - $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 / 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 / 15

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Home
Per night:$129 - $236
Per week:$900 - $1,650
Pets allowed:No
Internet:Yes

244 Tonset RoadCute cottage in East Orleans. This home has a screened porch overlooking the private back yard and is located in a nice neighborhood equidistant to Nauset and Skaket Beaches. 3 bedrooms, 1 bath with window a/c units, an outdoor shower, WIFI and 4 TVs. Renting for...

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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 / 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 - Home
1 / 15

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

from

$386

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$386
Per week:$2,700
Pets allowed:No
Internet:Yes

Property ID: 50281 / Key #: 50281 / Property Name: 25 Blueberry Island RoadNew listing for 2015 season! Great 3BR, 3BA vacation home 7/10 of a mile to Skaket Beach. Private location with distant views of Cape Cod Bay from the second floor and spacious yard with a small kettle pond....

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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 / 10

Orleans Home
3 Bedrooms / 1 Bathroom / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:7
Type:Home
Per night:$186
Per week:$1,300
Pets allowed:No
Internet:No

Water views with dock access out to Meetinghouse pond and Little Pleasant Bay. Absolutely charming two bedroom cottage with water access. This home is part of a 4 building compound on a private yard that abutts private conservation land with views of the river leading to Pleasant ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 21

Orleans Home
4 Bedrooms / 4 Bathrooms / Sleeps 14
Home / 4 Bedrooms / Sleeps 14

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:14
Type:Home
Per night:$572 - $1,358
Per week:$4,000 - $9,500
Pets allowed:No
Internet:Yes

This exceptional compound is one- of- a- kind with a Main House, Carriage House and private pool. The Main house has a restaurant quality kitchen which will bring out the Iron Chef in you. Ample seating in the dining area with separate bar. Entertaining is easy in the Living Room...

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Orleans Massachusetts Vacation Rentals - Home
1 / 12

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

from

$429

/ night

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

Beautiful 4 bedroom home on private cul de sac in East Orleans. Pristine landscaped yard with swing set and hammock. Big kitchen that opens to the family room. Open den with tv and couches. Full bath, washer & dryer on the first floor. Upstairs has 3 large bedrooms with high ceilings...

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Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$400 - $622
Per week:$2,800 - $4,350
Pets allowed:No
Internet:Yes

Prestigious location within Quanset Harbor Club Association. Built on 1. 3 acres and only 3 houses away from the community’s private beach on beautiful Pleasant Bay. This is the perfect property to enjoy all that Cape Cod has to offer. Home is newly furnished with a new gourmet ...

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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 / 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 - Apartment
1 / 10

Orleans Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$258

/ night

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

Peaceful views and lake front living on Crystal Lake. This 2 bedroom condo is equipped with kayaks and canoes right on the association dock. (First come first use with a few other condo units. ) Renovations are currently under way including air conditioning, new hardwood floors, ...

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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 / 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 / 26

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

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$572
Per week:$4,000
Pets allowed:No
Internet:No

NEW CONSTRUCTION! Gorgeous 3- level contemporary home overlooking conservation land and beautiful 28- acre Bakers Pond. With water views from every room, this dramatic home has 3 exterior decks and a private path to the pond only 75 feet away. Set on a cul- de- sac on a private ...

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Orleans Massachusetts Vacation Rentals - Home
1 / 7

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

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143 - $215
Per week:$1,000 - $1,500
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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