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Our top choices for South Wellfleet vacation 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)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is AED 2,023
AED 3,820 total
includes taxes & fees
15 Jul - 16 Jul
New! Island Pines-A Dog Friendly Boutique Oasis

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Chatham
10.0 out of 10, Exceptional, (136 reviews)
"Perfect location near shops, on the water. Spotlessly clean, comfortable beds, well equipped kitchen, and very responsive hosts. This was a perfect spot for our multigenerational family vacation. "
United States
Maggie N.
The price is AED 3,673
AED 6,903 total
includes taxes & fees
6 Jul - 7 Jul
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Chatham
10.0 out of 10, Exceptional, (20 reviews)
"Downtown Chatham Gem was perfect for our girls getaway weekend. Parked the cars and walked everywhere. The house was clean, beautifully decorated, and had everything we needed. Loved everything about it and we will definitely be back. "
United States
Claire S.
The price is AED 3,405
AED 6,011 total
includes taxes & fees
7 Jul - 8 Jul
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Chatham
10.0 out of 10, Exceptional, (101 reviews)
"Clean, clear communication and close to all the cape has to offer. Walking distance to shops and other good spots. "
United States
Mckay P.
The price is AED 1,735
AED 2,255 total
includes taxes & fees
6 Jul - 7 Jul
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

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, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 779
AED 2,508 total
includes taxes & fees
15 Jul - 16 Jul
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.0 out of 10, Wonderful, (16 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is AED 2,413
AED 4,972 total
includes taxes & fees
13 Jul - 14 Jul
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

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)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The Pet-Friendly Surf Shack Hideaway on the Cove

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (47 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is AED 2,562
AED 5,030 total
includes taxes & fees
5 Jul - 6 Jul
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8

Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8
Chatham
The price is AED 3,754
AED 4,788 total
includes taxes & fees
17 Jul - 18 Jul
Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is AED 7,346
AED 12,359 total
includes taxes & fees
12 Jul - 13 Jul
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

New! 4BR Fire Pit, Ping Pong, Movie Room

New! 4BR Fire Pit, Ping Pong, Movie Room
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"Very responsive and friendly host. "
United States
Matt M.
The price is AED 2,428
AED 4,927 total
includes taxes & fees
7 Jul - 8 Jul
New! 4BR Fire Pit, Ping Pong, Movie Room

Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Gray Whale-Minutes to Eastham Bay & Ocean Beaches
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is AED 1,203
AED 2,734 total
includes taxes & fees
15 Jul - 16 Jul
Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Contemporary Cape Getaway: Perfect Beachside Vacation for 10!
Eastham
8.0 out of 10, Very Good, (1 review)
"Our stay in this Eastham house was most pleasant and I have to say the host was wonderfully responsive when problems arose. During heavy rainstorm, the livingroom ceiling leaked and the icemaker in the freezer portion of the refrigerator was broken. Neither issue dampened our stay - pun intended. Location made for easy daily commute to gorgeous Campground Beach where family gathered daily. I would not hesitate to return to Eastham again."
United States
Marty C.
The price is AED 3,633
AED 6,390 total
includes taxes & fees
6 Jul - 7 Jul
Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
The price is AED 3,302
AED 4,481 total
includes taxes & fees
19 Jul - 20 Jul
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Seaside Getaway - Harwichport Beachhouse

Seaside Getaway - Harwichport Beachhouse
Harwich
9.2 out of 10, Wonderful, (15 reviews)
"Great location great property"
United States
Glenn M.
The price is AED 1,716
AED 2,947 total
includes taxes & fees
12 Jul - 13 Jul
Seaside Getaway - Harwichport Beachhouse

Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!

Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (16 reviews)
"The house is very roomy and had everything we needed. It was nice that each bedroom had it's own bathroom. The location is great for heading out to just about anywhere on the Cape. It is on a busy street, but it is very quiet at night, so we did not mind. The owner was very responsive and easy to work with. A great place to stay!"
United States
Chris L.
The price is AED 2,369
AED 4,300 total
includes taxes & fees
19 Jul - 20 Jul
Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!

Luxe Lakefront Retreat★Sauna★Media Rm★Kayaks-SUPs★Bikes★Steps to BikePath★Pet OK

Luxe Lakefront Retreat★Sauna★Media Rm★Kayaks-SUPs★Bikes★Steps to BikePath★Pet OK
Harwich
10.0 out of 10, Exceptional, (1 review)
"My family came to town and we booked last minute. Owner was great with communication and made sure we had what we needed. Home is beautiful and very clean! Will definitely book again in the future."
United States
Jordan R.
Luxe Lakefront Retreat★Sauna★Media Rm★Kayaks-SUPs★Bikes★Steps to BikePath★Pet 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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit

Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"The location was perfect and we loved that we could walk to the park and beach. The host was super responsive, the house had everything we needed, and was very neat and clean. "
United States
Laura S.
Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit

Sleeps 12, Walk to Beach, Pet Friendly, Fire Pit & AC

Sleeps 12, Walk to Beach, Pet Friendly, Fire Pit & AC
Dennis
10.0 out of 10, Exceptional, (1 review)
"Great stay"
United States
Anonymous traveler
The price is AED 2,697
AED 6,127 total
includes taxes & fees
27 Jul - 28 Jul
Sleeps 12, Walk to Beach, Pet Friendly, Fire Pit & AC
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

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