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South Wellfleet, Massachusetts, USA Rentals

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1,036 rentals

Great rentals within 20 miles that match your search

Charming Cape Cod Cabin

Eastham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$233

Carpe Diem 4-bedrooms, ocean views

Wellfleet house

4 bedrooms / 2 bathrooms / sleeps 8

“Fabulous family stay!” We are a family of seven. This location and vacation house was perfect in all ways. We set up vollyball on the beach, went for fantastic walks, used the nearby bike paths, visited other beaches, went into town, and swam in the kettle ponds close by. Great times for our family. We will be doing this again next Summer. Loved it!!

Responds fast! avg. 1 hour 22 minutes

Price per night from

$1,060

Charming 3-4 Bedroom West End Provincetown House

Provincetown house

3 bedrooms / 3 bathrooms / sleeps 6

“Charming indeed” An atractive house with all the comfort to have a relaxing vacation; good location, close everything in town; one of its best feature: a private backyard where we enjoy outdoor grilling at night.

Responds fast! avg. 2 hours 0 minutes

Price per night from

$587

Provincetown MA. 2 Bedroom Condo with 2 parking sp

Provincetown apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$359

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

“Wonderful vacation home in great location, a cooks delight!!” Our family could not have been happier spending our vacation in the wonderful Chatham home. The kitchen is fully equipped and great room for family to congregate. The sunset on the pond was spectacular and owners were so pleasant to deal with. They were extremely accommodating. Great location for enjoying all cape beaches, hopping on the bike trails and enjoying Downtown Chatham. I would highly recommend!!

Responds fast! avg. 31 minutes

Price per night from

$522

High-end Brewster ,Mass. Bay view town home

Brewster apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$408

CapeCod nrOcean quiet woods ac Sleeps12, dsl

Truro house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 10 minutes

Price per night from

$848

The Cape Cod Cottage with Beach Pass

Eastham cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 44 minutes

Price per night from

$212

Walk to Mayflower Beach!

Dennis house

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$538

Minute Walk to Beach and Downtown Harwichport

Harwich Port house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$343

Cape Cod Home w/Ocean View, Walk to beach; 3 baths

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 10

“Wonderful!!!” The house was great. The owner was very easy to deal with and everything was done over the Internet with no problems. Located in beautiful South Harwich with the ocean nearby and the towns of Chatham and Harwichport only minutes away. If you are looking for a great place to have a worry free vacation, I strongly recommend this house

Price per night from

$856

Former Chatham Bed and Breakfast

Chatham b&b

6 bedrooms / 5 bathrooms / sleeps 12

“Classic cape cod experience” Beautiful property well located on the cape non commercial sector. Tastefully appointed overall fantastic.

Price per night from

$636

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

Cape Cod Studio (No. Truro)

North Truro apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$286

Chatham - Close to Everything!

Chatham house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 9 minutes

Price per night from

$308

Hedgebound of Cape Cod

Truro house

8 bedrooms / 6 bathrooms / sleeps 20

Price per night from

$3,253

Short Stroll To Sea Street Beach In Dennisport

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cottage was even cuter than the picture!” We were pleasantly surprised that our little cottage was even cuter than we expected. It was well equipped for our week long stay and so close to the beach. Dennisport had wonderful restaurants-Scargo had a gluten free menu for a perfect birthday dinner. The cottage was a great location to explore other areas of the cape. We took the fast ferry from Hyannis to Nantucket one day. We would definitely like to stay at this cottage nestled in a group of 5 cottages encircled with a little white picket fence again. Thanks for sharing your adorable , freshly updated cottage with us.

Responds fast! avg. 42 minutes

Price per night from

$223

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$221

Ides of Marsh

Chatham cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 0 minutes

Price per night from

$130

Captain's Quarters @ Captain Alexander's Hideaway

West Harwich house

/ 1 bathroom / sleeps 2

Responds fast! avg. 14 minutes

Price per night from

$46

Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod.

Wellfleet house

5 bedrooms / 2 bathrooms / sleeps 10

“Wonderful family getaway during unusual times” We had a wonderful vacation and the house was perfect! Howard did everything he could to make us feel comfortable during the unusual “pandemic” summer of 2020, and the house was set up just right —close to beach, kayaks, lots of activities, well-stocked kitchen for cooking, and a big table, comfy couches and lovely decks for us to gather and see each other! We have come up to Wellfleet every year for many years and we were happy to have found such a great one this year!

Responds fast! avg. 1 hour 19 minutes

Price per night from

$571

Two Wing Cottage - escape with family and friends

Harwich Port cottage

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,427

Hardings Beach Chatham Cape Cod

Chatham house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$262

28-2 Greyneck Road Harwich MA

West Harwich condo

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$436

Awesome Water View Penthouse

Provincetown penthouse

2 bedrooms / 2 bathrooms / sleeps 4

“Great Unit with Beautiful Views” This is a great two bedroom second floor with an incredible penthouse third floor. The owner, John/Jack was always responsive when I had questions during the booking process and during my stay. He was the perfect host...always responded to any questions, made me feel welcome to enjoy this part of his home, and gave me the privacy that I believe is important in renting any vacation getaway. Also, he is just an all around nice guy. The third floor (the penthouse) is amazing. Fully equipped kitchen and pretty much anything you could need to cook or dine with. Clean and organized. Half bath. Great view to the bay from the room and the awesome deck, and a wonderful view, framed by a large side window, of the monument. The second floor has two very nice bedrooms and a full bath. Again, clean and organized. Great neighborhood. Close to Tea Dance and a small walk to the center of town, but quiet and peaceful. Everything I could have hoped for in a vacation rental and more.

Responds fast! avg. 2 hours 14 minutes

Price per night from

$645

Bayberry Lane

South Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$286

Captain's Haven

West Chatham cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$200

Cute cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cozy place by the bay in Eastham” We rented two of the three cottages and had a terrific time walking along the beach, swimming, biking, fishing, picnicking, etc. When it was really hot, we enjoyed coming back to the shade by the cottages. They are very inviting and comfortable. We’ll definitely be back. You can read my other more detailed review.

Responds fast! avg. 31 minutes

Price per night from

$151

Charming cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

“Terrific location at a fair price.” End of lane; very quiet and private. We had lots of space to store 2 kayaks and 3 bikes just be sure to bring a tarp to cover your outdoor toys as there is no storage at the cottage. Nice grassy common unfenced yard was large for the Cape. ROW to beach is short and beautiful as it passes 3 plant zones. Also a short path to Wiley Park which is also beautiful. Our 4 year old loved the walk and the playground. This rental is all about its wonderful location at a fair price for the Cape. Kingsbury Beach has no parking spaces and is a very short walk. Few negatives -- No blankets; the indoor shower head had poor flow (outdoor shower was fine); no blankets-- but the price is right. We were 3 adults and one 1 child and stayed at the "Emily M." cottage. Will likely return again.

Responds fast! avg. 31 minutes

Price per night from

$151

Quiet Cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

Price per night from

$151

Sunny Vacation Cottage in North Truro, MA

Truro cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$130

Exciting, spacious, vacation condo

Provincetown condo

1 bedroom / 1 bathroom / sleeps 4

“Excellent condo, great location” The condo was spacious and clean, great location. I felt like at home. Well appointed home away from home.i hope I will book this location again.

Price per night from

$156

Beautiful Cape Cod vacation home with brand new pool

East Orleans house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$2,042

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$491

Topside MainHouse

South Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,225

Wellfleet Brownie's Cabin Rental

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$172

Wellfleet Pleasant Point Vacation Rental

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$343

3bd 2 bath steps to private association beach

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 7

“Beautiful Location” Loved the house and will stay again in this location House was decorated beautifully. Very clean and a the beach was clean and lovely . Short distance to shops , restaurants and activities

Responds fast! avg. 1 hour 53 minutes

Price per night from

$556

Viewing 38 of 1,036
rentals in South Wellfleet, Massachusetts, USA

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