Holiday Homes in South Wellfleet

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Our top choices for South Wellfleet holiday homes

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is €470
includes taxes & fees
29 Apr - 30 Apr
New! Island Pines-A Dog Friendly Boutique Oasis

🐚Shell City on Lt Island

🐚Shell City on Lt Island
Wellfleet
9.4 out of 10, Exceptional, (6 reviews)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
United States
Michele P.
The price is €653
includes taxes & fees
3 May - 4 May
🐚Shell City on Lt Island

Waterfront~Dog Friendly~ Lieutenant's Lodge

Waterfront~Dog Friendly~ Lieutenant's Lodge
Wellfleet
10.0 out of 10, Exceptional, (11 reviews)
"Great home for a relaxing weekend"
United States
Mike B.
The price is €692
includes taxes & fees
10 May - 11 May
Waterfront~Dog Friendly~ Lieutenant's Lodge

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

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is €402
includes taxes & fees
22 Apr - 23 Apr
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is €504
includes taxes & fees
21 Apr - 22 Apr
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"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 €562
includes taxes & fees
28 Apr - 29 Apr
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"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 €436
includes taxes & fees
23 Apr - 24 Apr
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (13 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is €494
includes taxes & fees
28 Apr - 29 Apr
Modern Beach & Pond Getaway; Heart of Cape Cod

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (23 reviews)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is €485
includes taxes & fees
3 May - 4 May
The Pet-Friendly Surf Shack Hideaway on the Cove

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is €643
includes taxes & fees
25 Apr - 26 Apr
Classic Cape House Walking Distance to the Beach - Many recent upgrades

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is €503
includes taxes & fees
21 Apr - 22 Apr
Gray Whale - 3 bedrm/2 bath/gameroom

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €421
includes taxes & fees
4 May - 5 May
Cozy Large Home in Harwich with Patio near Wequassett Resort

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is €602
includes taxes & fees
18 Apr - 19 Apr
Coastal Haven in West Dennis

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is €702
includes taxes & fees
24 Apr - 25 Apr
Family Cottage Close to Beach!!

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"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 €444
includes taxes & fees
20 Apr - 21 Apr
The Alpine/Walk to Beach for 2 or more!

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The house is adorable. Great location. Would love to stay again!"
United States
Laura G.
The price is €459
includes taxes & fees
29 Apr - 30 Apr
Sand Bar-Dog Friendly on Cooks Brook Beach

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

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (118 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is €421
includes taxes & fees
28 Apr - 29 Apr
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

New Home in the heart of South Dennis

New Home in the heart of South Dennis
Dennis
9.8 out of 10, Exceptional, (12 reviews)
"Very nice house and responsive host. Very clean and new towels great beds etc "
United States
kristen m.
New Home in the heart of South Dennis

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"The house was exactly as advertised and location was great. Host was very easy to communicate with and responded quickly when contacted. I have nothing but positives for our stay. Looking forward to staying here again."
United States
Susan N.
The price is €422
includes taxes & fees
4 May - 5 May
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 Wellfleet Hotel Reviews

Find out more about South Wellfleet

South Wellfleet Holiday Homes information

Number of reviews
343
Accommodation
2043 Holiday Homes
Lowest Price
€402
Highest Price
€702