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South Orleans Massachusetts Vacation Rentals - Home
1 / 14

South Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(6)“ Excellent ”6 Reviews

from

$258

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$258 - $429
Per week:$1,800 - $3,000
Pets allowed:No
Internet:Yes

Large, welcoming home for your family reunion or large group. Fully equipped, spacious home near Pleasant Bay beaches and boating. Very private yard recessed from quiet cul de sac street. BBQ/grill on deck with two tables and seating for outdoor dining. Living room, family room...

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Wonderful Stay.

“ Excellent ”
July 7, 2014
WE stayed at this wonderful home a few years back and when we planned our family reunion this time we decided to return. The house has so many bedrooms and so much space. WE had 10 people and there was so much space. Three bathrooms, huge yard for BBQs, Ping POng table for rainy days, fully equipped kitchen (better than home) . Owners were very helpful and accommodating. WE give it a 5 star!!!!! PLus we love the area of Orleans on the Cape!
Katherine Schwabach, Ilion, NY

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1 / 17

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

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:No

This is a cute 3 bedroom 2 bath in the center of South Orleans. The location offers easy access via Rt 39 or Rt 28 to Chatham or Orleans for shopping, restaurants and beautiful beaches. The house is nicely furnished with comfy couches and a flat screen in the living room. The dining...

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1 / 17

South 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 - $500
Per week:$2,000 - $3,500
Pets allowed:No
Internet:Yes

Waterviews on Pleasant Bay in South Orleans with shared private beach! Enjoy the views from the open and warm living/dining area with sliders to full deck. Home offers central A/C, wireless internet, washer/dryer and enclosed outside shower, 3 bedrooms, 2. 5 bath contemporary...

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1 / 30

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

Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,058
Per week:$7,400
Pets allowed:No
Internet:No

This beautiful, newly listed South Orleans home features three levels of living - all with beautiful views of Pleasant Bay and the ocean beyond! Enjoy the shared, private dock and sandy beach just a short walk from the front door of this lovely, contemporary home. The property...

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Property 41809
1 / 13

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

(1)“ Excellent ”1 Review

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $500
Per week:$2,000 - $3,500
Pets allowed:No
Internet:Yes

Property ID: 41809 / Key #: 591 / Property Name: 613 Orleans RdBeautiful contemporary home on Pleasant Bay! This wonderful property offers direct access to the beach, boat landing, spectacular views, and all amenities including air conditioning and a beautiful outdoor shower. ...

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Property 18423
1 / 18

South Orleans Home
5 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$200

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $229
Per week:$1,400 - $1,600
Pets allowed:No
Internet:Yes

52 FOREST WAYContemporary home with lots of space, nestled in a quiet wooded area of Orleans. This home is ideal for a casual vacation. 5 Bedrooms (2 Queens, 1 Double, 4 Twins) and 3 Baths. NO PETS ALLOWED. $1600 per week. $55 Vacation Rental Damage Coverage Fee (VRD), $60 Handling...

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Property 55120
1 / 20

South 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:Yes

6 S. Little Bay Road, South OrleansLovely home in East Egg Community of South Orleans with views, beach access, central air conditioning and a beautiful expansive yard. Views of Pleasant Bay from almost every room as well as a great brick patio for everyone to enjoy. This home ...

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-Original
1 / 45

South Orleans Home
5 Bedrooms / 6 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

East Egg Association- An architectural gem in a quiet, high end neighborhood. Expansive 5BR/5. 5BA custom Cape home just 300 yards to an association beach on Little Pleasant Bay. This fabulous home has it all- views, beach access, central air, plus sprawling yard! Nearly 5200...

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Front Exterior-Original
1 / 23

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

Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Beautifully furnished home the perfect getaway home to rent for years to come! Open, bright, and very spacious with an abundance of space for entertaining and relaxing with family and friends. Equal distance to Nauset Beach and Skaket Beach. Convenient to local restaurants and ...

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-Original
1 / 26

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

Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

New Listing for 2012! South Orleans- Newly renovated 3BR/2BA home equal distant to Nauset Beach and Skaket Beach. Convenient to Orleans or Chatham for a day of shopping and or dining. This spacious home offers a brand new fully equipped kitchen, spacious living, air conditioning...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 13

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

from

$350

/ night

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

Situated in peaceful serenity on a small South Orleans pond, this well- appointed home offers gracious vacation living, privacy and easy access to Nauset and Skaket Beaches, as well as to Orleans and Chatham activities. With 4 bedrooms and 2. 5 baths, it sleeps up to 8 very comfortably....

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South Orleans Massachusetts Vacation Rentals - Home
1 / 26

South Orleans Home
4 Bedrooms / 6 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

Bedrooms:4
Bathrooms:6
Sleeps:10
Type:Home
Per night:$1,058
Per week:$7,400
Pets allowed:No
Internet:Yes

Beach and viewThis home offers exquisite panoramic views of Pleasant Bay. With 4 bedrooms and 5 1/2 baths, the home has cathedral ceilings, a private dock a sandy beach, an exercise room and plenty of room to sleep 10 comfortably! Upstairs is a guest suite with a full kitchen ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 13

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

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$143 - $243
Per week:$1,000 - $1,700
Pets allowed:Yes
Internet:Yes

9 Woodridge Road (99912) Plesant BayEnjoy a Cape Cod vacation with the whole family. This 4 Bedroom, 2. 5 bath home includes a finished basement great for entertaining and access out to recently finished outdoor shower. There are two Bedrooms and a full bathroom on each floor. All...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 25

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

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $429
Per week:$2,000 - $3,000
Pets allowed:No
Internet:No

This 4 bedroom, 3 bath home sits on Namequoit River in Orleans and offers a private dock off the backyard area. The first level of the home offers one bedroom with a king sized bed and the second level features three additional bedrooms, two with a queen sized bed and one with two...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 21

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

from

$265

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$265 - $486
Per week:$1,850 - $3,400
Pets allowed:No
Internet:No

This home sits on a bluff overlooking Pleasant Bay with panoramic views from almost every room. With 4 bedrooms and 3 baths, it sleeps 8 comfortably. The property offers one level living with all four bedrooms on the main level. Off the back of the home is a deck area as well as ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 13

South 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 - $500
Per week:$2,000 - $3,500
Pets allowed:No
Internet:No

Located on beautiful Pleasant Bay and situated next to a town public boat landing, this 3 bedroom, 2 bath home offers convenient access to activities in both Orleans and Chatham. With it's own private beach, it's a great spot for swimming, kayaking and canoeing on Pleasant Bay!...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 17

South 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 - $243
Per week:$1,000 - $1,700
Pets allowed:No
Internet:No

Enjoy all the comforts of home at this 4 bedroom, 2. 5 bath pet friendly home! The first level of the home features a living room, kitchen with dining table and full bathroom as well as two bedrooms, one with two twins and one with a queen sized bed. Each bedroom has an A/C unit...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 9

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

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$229 - $258
Per week:$1,600 - $1,800
Pets allowed:No
Internet:No

This is a nicely furnished home in a quiet area of South Orleans. It is located near a town landing and is convenient to Orleans beaches and Chatham for shopping. With three bedrooms and 2. 5 baths, it sleeps 7 comfortably. The first floor features a spacious kitchen with dining ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 19

South 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
Per week:$1,900
Pets allowed:No
Internet:No

This very special 3 bedroom, 2 bath home overlooks the Namequoit River and features lovely waterviews, two waterside decks, newly remodeled kitchen and great amenities. The property is very close to Pah Wah Conservation area with hiking trails and a sandy Pleasant Bay beach. Launch...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 8

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

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:No

This well appointed Cape is located in a quiet residential neighborhood in South Orleans. Perfect for the smaller family, it has a private backyard with deck and patio. It’ s central location makes it convenient to take in the sights and activities of Orleans, Chatham and...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 26

South 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

Savor soothing views of Pleasant Bay, Nauset Bar and the Ocean beyond! Gorgeous sun and moon rises too! Swim, fish, shell or relax from private beach and dock - 3 minutes - door to dock. A large, sunny & beautifully maintained home in lovely East Egg affords the space and ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 13

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

(1)“ Excellent ”1 Review

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$215 - $293
Per week:$1,500 - $2,050
Pets allowed:No
Internet:No

This spacious and comfortable 2- story home sits on a wooded lot within a short distance to a boat ramp and just minutes away from Nauset, Skaket and Pleasant Bay beaches. With four bedrooms and 2. 5 baths, it sleeps up to 8 comfortably. The first level features a living room, ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 26

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

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$358 - $715
Per week:$2,500 - $5,000
Pets allowed:No
Internet:No

Enjoy this beautiful South Orleans home with its own private beach. The interior of the home boasts an open floor plan including a kitchen with granite countertops and center island, spacious dining area, livingroom and a first floor Master Suite with a queen and twin sized bed ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 11

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

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$125 - $168
Per week:$875 - $1,175
Pets allowed:No
Internet:No

Enjoy this cozy 3 bedroom Cape Cod Cottage in Nauset Village! Each bedroom has a full sized bed and the living room provides TV, a DVD player, and plenty of seating for the whole family! The fantastic deck area leads right to the enclosed outdoor shower, great for rinsing off...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 16

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

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$158 - $229
Per week:$1,100 - $1,600
Pets allowed:No
Internet:No

This comfortable 3 bedroom ranch is within close proximity to Little Pleasant Bay. A private walking path brings you to a sandy beach just minutes from your doorstep. The property features three bedrooms and one bath and sleeps up to 6. The first bedroom features a queen sized bed,...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 16

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

Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

This beautiful 4 bedroom, 3 bath South Orleans home is located in a quiet neighborhood, just a short drive to Pleasant Bay. The first level of the home features a spacious kitchen and dining area, large living area with a/c unit, and a Master Suite with a king sized bed and private...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 22

South Orleans Home
4 Bedrooms / 6 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

Bedrooms:4
Bathrooms:6
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Stunning 4BR/5. 5BA home offering a prime location in a gorgeous estate neighborhood surrounded by water. Nearly 5000 square feet of living space on two floors loaded with windows and ample room for everyone to spread out. A magnificent upstairs guest suite with private entrance, ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 17

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

(1)“ Excellent ”1 Review

Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Luxury and quality awaits you in this spacious yet beautiful custom built home in S. Orleans! Best for the most fastidious and meticulous. Professional kitchen, inviting living space, 3BR (2 upstairs rooms w/ AC), and private patio make this home a fantastic getaway. Multiple ...

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South Orleans Massachusetts Vacation Rentals - Home
1 / 23

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

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

This roomy and attractively appointed 4 bedroom, 3 bath home offers comfort and privacy in a quiet South Orleans setting. A private dock with boat slip for a dinghy is available at the end of the cul- de- sac. The property has a boat mooring as well and is a great location for kayaking....

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South Orleans Massachusetts Vacation Rentals - Home
1 / 23

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

Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Enjoy this expansive 4 bedroom "bow- house" located within walking distance to Pah Wah Town Landing and Pah Wah Inlet. This great Orleans vacation rental features A/C, WIFI, and much more! The first level of the home boasts a fully equipped kitchen, living room, dining room, ...

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