South Orleans (100) Filter Cancel
Loading...
South Orleans Massachusetts Vacation Rentals - Home
1 / 14

South Orleans Home
5 BR / 3 BA / Sleeps 12 5 12 7 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
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 tab...
(6) Excellent (6 reviews)
1 / 18

South Orleans Home
5 BR / 2 BA / Sleeps 8 5 8 7 night min stay
Home / 5 Bedrooms / Sleeps 8
5 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
52 Forest Way, Orleans MA (ID# 18423)2016 Season! Contemporary 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) a...
1 / 13

South Orleans Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
9 Woodridge Road, Orleans MA (ID# 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 finis...
Front of house with Pleasant Bay behind
1 / 20

South Orleans Home
5 BR / 4 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
6 S. Little Bay Road, South Orleans (ID# 55120)2016 Season: Lovely home in East Egg Community of South Orleans with views, beach access, central air conditioning and a beautiful expansive yard. Views of Pleasant Bay f...
Front of house
1 / 17

South Orleans Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
East Egg Associaton Property ID: 52204 Property Name: 2 Ellerslie RoadEast Egg community. AC units in all bedrooms. Private access to association beach on Pleasant Bay which is less than half mile away (access from Eller...
5 White Cedar Lane Orleans Cape Cod
1 / 37

South Orleans Home
4 BR / 4 BA / Sleeps 12 4 12 7 night min stay
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 4 bathrooms Sleeps 12
Dishwasher • Microwave • TV (Cable/Satellite)
Enjoy Brand New Cape Style Home With All Amenities in Orleans! Peak Summer Weekly Rates:last week of June until the first week in September: $3, 200- $3, 500/week. Brand New Construction homes- 2 out of 3 complete- 3...
1 / 11

South Orleans Home
3 BR / 1 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
Air Conditioning
Enjoy this cozy 3 bedroom Cape Cod Cottage in Nauset Village cottage colony! 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 ...
South Orleans Massachusetts Vacation Rentals - Home
1 / 16

South Orleans Home
4 BR / 3 BA / Sleeps 10 4 10 7 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Washer/Dryer • Air Conditioning
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 wi...
1 / 25

South Orleans Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
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 ad...
1 / 13

South Orleans Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
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 activitie...
1 / 9

South Orleans Home
3 BR / 2 BA / Sleeps 7 3 7 7 night min stay
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Washer/Dryer • Air Conditioning
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 comforta...
South Orleans Massachusetts Vacation Rentals - Home
1 / 28

South Orleans Home
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
Dishwasher • Microwave • DVD Player
Exquisite Custom Built 5BR Home in Orleans, tons of stuff for the kids! Peak Summer Weekly Rates: $6, 900- $7, 200If you' re looking for upscale accommodations yet plenty for the kids to do, this stunning new h...
South Orleans Massachusetts Vacation Rentals - Home
1 / 22

South Orleans Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Washer/Dryer • Air Conditioning
This comfortable, updated South Orleans home offers 4 bedrooms and 3 baths with plenty of room to stretch out on your vacation! It features an open layout living/dining area, with a cute sunroom right off the main liv...
South Orleans Massachusetts Vacation Rentals - Home
1 / 15

South Orleans Home
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
613 Orleans Rd, South Orleans (ID#41809)Beautiful contemporary home on Pleasant Bay! This wonderful property offers direct access to the beach, boat landing, spectacular views, and all amenities including air condit...
South Orleans Massachusetts Vacation Rentals - Home
1 / 16

South Orleans Home
2 BR / 2 BA / Sleeps 8 2 8 7 night min stay
Home / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Wonderful vacation home in very exclusive South Orleans neighborhood with a private path to Little Pleasant Bay private Beach. Home is multi- level with an open floor plan for family entertaining and designed for privacy...
South Orleans Massachusetts Vacation Rentals - Home
1 / 13

South Orleans Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
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 u...
South Orleans Massachusetts Vacation Rentals - Home
1 / 17

South Orleans Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
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 wit...
South Orleans Massachusetts Vacation Rentals - Home
1 / 23

South Orleans Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
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 prope...
South Orleans Massachusetts Vacation Rentals - Home
1 / 16

South Orleans Home
3 BR / 1 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Washer/Dryer • Fireplace
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...
South Orleans Massachusetts Vacation Rentals - Home
1 / 34

South Orleans Home
5 BR / 2 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 2 bathrooms Sleeps 10
Dishwasher • Microwave • DVD Player
NEW TO RENTAL MARKET 2016! This charming remodeled antique home is only 2/10ths of a mile to a Pleasant Bay beach and a short distance to the five star rated Wequassett Resort. The interior has a brand new kitchen with ...
Truro Massachusetts Vacation Rentals - Home
1 / 15

Truro Home - 0.2 mi away
5 BR / 3 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Washer/Dryer • Pet Friendly
This contemporary home with 4 bedroom plus 3rd floor loft and 3 1/2 baths, built in 2003, is located in the Cobb Farm/Ryder Beach area of South Truro. A short walk of about a half mile takes you to the community stairw...
Orleans Massachusetts Vacation Rentals - Home
1 / 20

Orleans Home - 0.4 mi away
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
Very spacious and nicely appointed home with two living rooms 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 ameniti...
Orleans Massachusetts Vacation Rentals - Home
1 / 24

Orleans Home - 0.5 mi away
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
12 Heritage Drive, Orleans MA (ID#118899)Lovely, 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...
Brewster Massachusetts Vacation Rentals - Home
1 / 12

Brewster Home - 0.7 mi away
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
This charming, immaculately kept Cape is about 2 miles to Captain’s Golf Course, just over a mile to swimming, boating and fishing on Pleasant Bay, and a short drive to Harwich or Orleans shopping centers, theater...
Orleans Massachusetts Vacation Rentals - Home
1 / 30

Orleans Home - 0.7 mi away
4 BR / 3 BA / Sleeps 12 4 12 7 night min stay
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • TV (Cable/Satellite) • Air Conditioning
NEW LISTING! ! ! This is a well appointed 3000 square foot home in South Orleans, minutes from Rt. 28. Easy access towards Nauset and Skaket beach or Pleasant Bay. The downstairs includes a master suite with King bed a...
Orleans Massachusetts Vacation Rentals - Home
1 / 23

Orleans Home - 0.8 mi away
5 BR / 4 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
17 Blue Heron Way (ID# 121865) - Watefront on Namequoit River (Wonderful Waterfront compound with incredible views of the Namequoit River and direct access to Pleasant Bay. This property has plenty of room for the exten...
Orleans Massachusetts Vacation Rentals - Home
1 / 19

Orleans Home - 0.9 mi away
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Located 1/10 of a mile from the private saltwater beach on Pleasant Bay via an Association path, this multi- level contemporary offers a peaceful retreat on Shoal Pond in South Orleans. The main level is open and bright...
Orleans Massachusetts Vacation Rentals - Home
1 / 23

Orleans Home - 0.9 mi away
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
This 4 bedroom, 3 and a half bath rental sits in a quiet area of Orleans. It is a quarter mile to Pah Wah Landing Conservation area on Little Pleasant Bay and a short walk through the conservation area to the beach. Lit...
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home - 1.0 mi away
4 BR / 4 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
Wonderful custom home with all the amenities- - only a half- mile from Pah Wah Pond and its conservation area that leads out to a beach on Little Pleasant Bay. Built in 2011, this air- conditioned 3200- sq. ft. upscale...
Orleans Massachusetts Vacation Rentals - Home
1 / 16

Orleans Home - 1.0 mi away
3 BR / 2 BA / Sleeps 7 3 7 7 night min stay
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
10 Shorewood Drive, Orleans MA (ID# 18402) ~ Near Bakers PondBright and airy home in quiet neighborhood with easy access to Bakers Pond (26 acre kettle pond stocked with trout) or Nickerson State Park a block away where...
1  2  3  4 
1234
page 1 of 4
LoadingLoading...