Search Vacation Homes in South Orleans

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in South Orleans

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

2.0 star property
West Brewster
10.0 out of 10, Exceptional, (24)
"This home is a perfect summer rental for a family. We had a wonderful week."
United States
Jodi C.
The price is AED 437
AED 2,493 total
includes taxes & fees
18 Dec - 19 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 342
AED 1,522 total
includes taxes & fees
30 Nov - 1 Dec
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

Dennis
10.0 out of 10, Exceptional, (176)
"Just got back from our stay in this house and we had an amazing time. The house was clean, check-in/check out instructions were clear. Perfect spot to stay for a Cape getaway! Will definitely stay there again."
United States
Heather O.
The price is AED 327
AED 1,148 total
includes taxes & fees
23 Nov - 24 Nov
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is AED 511
AED 1,245 total
includes taxes & fees
30 Nov - 1 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
10.0 out of 10, Exceptional, (23)
"We had the most wonderful week at the Sandbar. The check in/out process was flawless. The location is ideal. The sunsets were magnificent. Would definitely recommend. "
United States
Holly M.
The price is AED 639
AED 1,783 total
includes taxes & fees
23 Nov - 24 Nov
Sand Bar-Dog Friendly on Cooks Brook Beach

The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is AED 595
AED 1,841 total
includes taxes & fees
23 Nov - 24 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove

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

Wellfleet
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AED 512
AED 1,579 total
includes taxes & fees
30 Nov - 1 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Lovely House 5 Min to Beach with Deck, Grill, Garage

Eastham
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AED 547
AED 1,785 total
includes taxes & fees
1 Dec - 2 Dec
Lovely House 5 Min to Beach with Deck, Grill, Garage

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Eastham
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is AED 571
AED 1,852 total
includes taxes & fees
2 Dec - 3 Dec
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham
10.0 out of 10, Exceptional, (115)
"Comfortable and terrific location"
United States
Barry L.
The price is AED 661
AED 1,812 total
includes taxes & fees
23 Nov - 24 Nov
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Cozy Large Home in Harwich with Patio near Wequassett Resort

Harwich
9.8 out of 10, Exceptional, (11)
"We had a great time here - the kids’ room is truly special!"
Canada
Aravind
The price is AED 547
AED 1,867 total
includes taxes & fees
23 Nov - 24 Nov
Cozy Large Home in Harwich with Patio near Wequassett Resort

Pond House~Waterfront Oasis W/Jacuzzi Tub

Eastham
10.0 out of 10, Exceptional, (10)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
The price is AED 579
AED 1,869 total
includes taxes & fees
23 Nov - 24 Nov
Pond House~Waterfront Oasis W/Jacuzzi Tub

National Seashore/Updated/Game Room~Blue Pearl

Eastham
10.0 out of 10, Exceptional, (8)
" We enjoyed our stay at the property. We loved the location. My only issue is two little things. First, the ppropettypropermanager is"
United States
Richard M.
The price is AED 575
AED 1,818 total
includes taxes & fees
23 Nov - 24 Nov
National Seashore/Updated/Game Room~Blue Pearl

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

West Brewster
9.6 out of 10, Exceptional, (50)
"Clean, lots of space, great location"
United States
Jenna M. B.
The price is AED 522
AED 1,939 total
includes taxes & fees
30 Nov - 1 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Barnstable
8.6 out of 10, Excellent, (8)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is AED 547
AED 1,908 total
includes taxes & fees
23 Nov - 24 Nov
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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

Eastham
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is AED 575
AED 1,865 total
includes taxes & fees
23 Nov - 24 Nov
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Modern & Comfy Family Oasis ~ Games, Backyard, BBQ

Dennis
9.2 out of 10, Wonderful, (7)
"Five star because hosts were very responsive and truly went out of their way to make sure our stay was comfortable and enjoyable. Mid cape location is perfect for all the beaches we visit and biking we do. "
United States
Mark L.
The price is AED 681
AED 2,066 total
includes taxes & fees
1 Dec - 2 Dec
Modern & Comfy Family Oasis ~ Games, Backyard, BBQ

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

Eastham
10.0 out of 10, Exceptional, (2)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is AED 708
AED 2,420 total
includes taxes & fees
4 Dec - 5 Dec
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

The Alpine/Walk to Beach for 2 or more!

Eastham
9.2 out of 10, Wonderful, (11)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is AED 668
AED 1,983 total
includes taxes & fees
23 Nov - 24 Nov
The Alpine/Walk to Beach for 2 or more!

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Yarmouth
10.0 out of 10, Exceptional, (12)
"We rented this house for a family vacation and would without a doubt rent it again! Everything you can possibly need was at the house. If you needed anything additional the host was very responsive and there to assist. We loved the time we got to spend here together. "
United States
Cara B.
The price is AED 731
AED 2,521 total
includes taxes & fees
25 Nov - 26 Nov
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top South Orleans Hotel Reviews