South Orleans Vacation Rentals, Homes, & More

12 Rentals

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South Orleans Massachusetts Vacation Rentals - Home
1 / 14

South Orleans Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ 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. Sunfish on mooring and dinghy included. Very private yard recessed from quiet cul de sac street. BBQ/grill on deck with two tables and seating for outdoor...

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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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South Orleans Massachusetts Vacation Rentals - Home
1 / 18

South Orleans Home
5 Bedrooms / 2 Bathrooms / Sleeps 8

“ 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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1 / 13

South Orleans Home
4 Bedrooms / 3 Bathrooms / 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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Property 41809
1 / 15

South Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ 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 55120
1 / 20

South Orleans Home
5 Bedrooms / 4 Bathrooms / 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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South Orleans Massachusetts Vacation Rentals - Home
1 / 26

South Orleans Home
4 Bedrooms / 6 Bathrooms / 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 / 17

South Orleans Home
3 Bedrooms / 2 Bathrooms / 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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-Original
1 / 22

South Orleans Home
4 Bedrooms / 6 Bathrooms / 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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Front Exterior-Original
1 / 23

South Orleans Home
3 Bedrooms / 3 Bathrooms / 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 / 17

South Orleans Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ 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 / 45

South Orleans Home
5 Bedrooms / 6 Bathrooms / 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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South Orleans Massachusetts Vacation Rentals - Home
1 / 26

South Orleans Home
3 Bedrooms / 3 Bathrooms / 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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