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Vacation Homes in South Orleans

Our top choices for South Orleans vacation homes

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Alpine/Walk to Beach for 2 or more!

9.2 out of 10, Wonderful, (11)
"Quiet peaceful location. "
The Alpine/Walk to Beach for 2 or more!

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

10.0 out of 10, Exceptional, (73)
"Beautiful spot. Loved it."
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was perfect. Fenced in large back yard, quiet neighborhood, centrally located to everythjng. House was clean & neat neat "
The price is SAR 709
SAR 1,517 total
includes taxes & fees
29 Sep - 30 Sep
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

9.0 out of 10, Wonderful, (43)
"We had a great few days.. this cabin is comfortable and is walking distance to the beach."
The price is SAR 300
SAR 1,347 total
includes taxes & fees
14 Sep - 15 Sep
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (98)
"Wonderful house and very close to the town of Chatham, the lighthouse, fish pier and beaches. "
The price is SAR 1,846
SAR 3,624 total
includes taxes & fees
6 Oct - 7 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (166)
"This vrbo is in the perfect location! Short walk to the beach, great sun room, and great outdoor area. Everything you need from a grocery store, to diners are a very short drive or walk!"
The price is SAR 334
SAR 1,169 total
includes taxes & fees
14 Sep - 15 Sep
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (48)
"Everything was great clean beautiful house as advertised "
The price is SAR 1,534
SAR 3,385 total
includes taxes & fees
7 Oct - 8 Oct
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

10.0 out of 10, Exceptional, (1)
"This house worked perfectly for two families vacationing together. The lower level provided a great hang out space for the teens. This home has recently been renovated and has new floors, appliances, and very comfortable beds. It was very clean and nicely decorated.We loved the proximity to the bike path - and the location was the perfect distance to bike into Orleans for a visit to The Chocolate Sparrow, or to head in the other direction to swim at Great Pond, or take the bike trail out to...
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

9.4 out of 10, Exceptional, (3)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

10.0 out of 10, Exceptional, (2)
"Cosy retreat with pond view. Great for canoeing with the dog. Sweet porch for reading and morning coffee. Tara was an excellent host who communicated immediately and went well above and beyond to correct an issue that was out of her control.A great central location that allowed us to roam freely to our favorite beaches, hikes, and restaurants. We will gladly return in the future. "
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (19)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
The price is SAR 653
SAR 2,817 total
includes taxes & fees
6 Oct - 7 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Cozy Large Home in Harwich with Patio near Wequassett Resort

9.8 out of 10, Exceptional, (10)
"We had a great time here - the kids’ room is truly special!"
The price is SAR 747
SAR 2,136 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

9.8 out of 10, Exceptional, (9)
"We had a great vacation & experience at this rental house! It was clean, had everything we needed and is located in a quiet neighborhood with easy access to the highway."
The price is SAR 760
SAR 2,102 total
includes taxes & fees
10 Sep - 11 Sep
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

Sleeps 2-8/Soaking Tub/FirePit~Burrows

10.0 out of 10, Exceptional, (7)
"Very cute and comfortable 3-bedroom home. The kitchen is nice and big and very well stocked. We enjoyed the large deck."
Sleeps 2-8/Soaking Tub/FirePit~Burrows

New! High Tide Hideaway: Waterfront/Dog-Friendly

10.0 out of 10, Exceptional, (3)
"The highlight of the house is th amazing views from every window. Played out well for all ages with a game table for endless monopoly Well stocked dishes cups —-able to prepare Thanksgiving meal. Comfortable bedding sheets included One of the best houses I rented on VRBO"
New! High Tide Hideaway: Waterfront/Dog-Friendly

Jaws Nest~Dog Friendly~Oceanside Beauty

Jaws Nest~Dog Friendly~Oceanside Beauty

Modern & Comfy Family Oasis ~ Games, Backyard, BBQ

8.8 out of 10, Excellent, (5)
"Our family stayed here for a quick Cape get away at the end of summer. The host was responsive and kind. The property was in a great location with a kitchen that had everything we needed. Great spot"
The price is SAR 500
SAR 1,865 total
includes taxes & fees
9 Oct - 10 Oct
Modern & Comfy Family Oasis ~ Games, Backyard, BBQ

Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!

10.0 out of 10, Exceptional, (6)
"Perfect, clean, the property had everything we needed. I’d stay again."
Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!

National Seashore/Updated/Game Room~Blue Pearl

10.0 out of 10, Exceptional, (7)
"Beautiful new house in a great location. Definitely would rent again"
National Seashore/Updated/Game Room~Blue Pearl
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Orleans Hotel Reviews