South Wellfleet, MA Vacation Homes from ￥59,472

A general store with an American flag, Coca-Cola sign, and a beachcomber store sign.

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Our top choices for South Wellfleet vacation homes

1. New! Island Pines-A Dog Friendly Boutique Oasis

Wellfleet

Kaden P.

￥146,706 total

includes taxes & fees

Sep 12 - Sep 13

2. Waterfront~Dog Friendly~ Lieutenant's Lodge

Wellfleet

Mike B.

￥143,597 total

includes taxes & fees

Aug 29 - Aug 30

3. Great for Families! Brewster Home 6 Mi to Beach

Brewster

Stacey P.

￥112,611 total

includes taxes & fees

Aug 17 - Aug 18

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

Eastham

Susan C.

￥94,686 total

includes taxes & fees

Sep 9 - Sep 10

Coffee/tea maker, fridge, microwave, oven

5. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Eastham

Christopher M.

￥166,819 total

includes taxes & fees

Sep 6 - Sep 7

6. Waterfront Cottage - fantastic unobstructed views!!

Wellfleet

Lori H.

￥205,876 total

includes taxes & fees

Aug 22 - Aug 23

7. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Eastham

"We stayed here two nights while exploring cape cod on a family vacation. The house was beautiful, clean, beds were comfortable and it was pet friendly. The cookies and dog bones were a nice surprise when we arrived. Arrival and departure Instructions were clear and communication with Tara was excellent. Tara provided a lot of information about the area. The neighborhood was nice and quiet and getting in and out was easy. I would definitely stay here again. Thanks Tara! "

Diane G.

￥183,444 total

includes taxes & fees

Sep 5 - Sep 6

8. Cozy Large Home in Harwich with Patio near Wequassett Resort

Harwich

Ashley M.

￥87,439 total

includes taxes & fees

Sep 7 - Sep 8

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Top South Wellfleet Hotel Reviews

Sandcastle Resort and Club

8/10 Good

"Office staff were amazing!! Unfortunately the hot tub and club room were closed for our stay which we weren't informed. Pool and beach were wonderful though and we loved how close it was to both the beach and ptown. Overall this was a great family vacation and the kids all had a blast and the room was in a perfect location but the room itself needs updates such as a better pullout couch and is a bit dated but we spent the majority outside so that's what counts!!"

Lighthouse Inn

10/10 Excellent

"The Lighthouse Inn is an incredibly charming place right on the water. My friend and I stayed in the unit with the widows walk which had phenomenal views. The room was adequate, cleaned every day, comfortable beds and in fact was two bedrooms with a fridge, microwave and coffee maker. The restaurant in the Inn itself was amazing. Wonderful food, local seafood. The staff was highly accomodating, the private beach was clean and relaxing. Mind you, this is not the Chatham Bars Inn but a lovely, lowkey resort right on the water in West Dennis and reasonably priced and extremely kid friendly. I will definately be going back"

The Mansion at Ocean Edge

8/10 Good

"We had a really nice time. We are a family of 5 with tweens. We stayed at the mansion. Pros: - the beach and the beach staff were lovely. the beach is just so cool. very clean. kids had fun with other kids, going out on the flats, playing with the hermit crabs, and wading in the water. as a parent i appreciated not fearing they were going to drown or get pulled by the waves (it was very calm). - the front lawn. kids enjoyed this during the evenings. it was a nice wat to unwind and let the kids run and play games. - the golf. my kids and husband enjoyed playing 18 and 9 holes. We also went over one evening and just used the range for an hour or so. very friendly staff and a very nice course. The cons - It did not have a high end feel to it. we were checked in and that was it. not a big deal, but it was touted as high end. I wouldn't have had that expectation otherwise. - the room air conditioning - the room itself was spacious and felt clean. the air conditioning was like a monster. it was one that came on and then turned off until the room got hot and then kicked back on. it literally woke us up every night multiple times because it was so loud - like an autobody shop or monster screeching. - inflated prices. I expect this because we're at a nice resort and a lot goes into that. but the prices were very elevated. $26 pizza on the lawn and a glass of wine and water was $30. if you're used to city/resort pricing this won't surprise you. Overall - It was a solid 'B' stay"

Find out more about South Wellfleet

South Wellfleet Vacation Homes information

Number of reviews	391
Accommodation	2272 Vacation Homes
Lowest Price	￥59,472
Highest Price	￥308,083

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Check prices for these dates

Our top choices for South Wellfleet vacation homes

1. New! Island Pines-A Dog Friendly Boutique Oasis

2. Waterfront~Dog Friendly~ Lieutenant's Lodge

3. Great for Families! Brewster Home 6 Mi to Beach

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

5. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

6. Waterfront Cottage - fantastic unobstructed views!!

7. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

8. Cozy Large Home in Harwich with Patio near Wequassett Resort

9. Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

10. Private beach on Cape Cod Bay, a true slice of heaven!

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

12. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

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

14. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

15. George and Pearl's Cape House

16. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

17. Cape Cod's "Beach Rose"

18. Relaxing Cape Cod Cottage Getaway

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

20. Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Find vacation rentals that suit your style

Top South Wellfleet Hotel Reviews

Sandcastle Resort and Club

Lighthouse Inn

Ambassador Inn & Suites

Surfside Hotel and Suites

Viking Shores Motor Inn

Holiday Hill Inn & Suites

Blue Rock Resort

Dune Crest Hotel

The Mansion at Ocean Edge

Find out more about South Wellfleet

South Wellfleet Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in South Wellfleet

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Wellfleet vacation homes

1. New! Island Pines-A Dog Friendly Boutique Oasis

2. Waterfront~Dog Friendly~ Lieutenant's Lodge

3. Great for Families! Brewster Home 6 Mi to Beach

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

5. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

6. Waterfront Cottage - fantastic unobstructed views!!

7. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

8. Cozy Large Home in Harwich with Patio near Wequassett Resort

9. Contemporary Cape Getaway: Perfect Beachside Vacation for 10!

10. Private beach on Cape Cod Bay, a true slice of heaven!

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

12. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

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

14. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

15. George and Pearl's Cape House

16. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

17. Cape Cod's "Beach Rose"

18. Relaxing Cape Cod Cottage Getaway

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

20. Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Find vacation rentals that suit your style

Top South Wellfleet Hotel Reviews

Sandcastle Resort and Club

Find out more about South Wellfleet

South Wellfleet Vacation Homes information

Explore a world of travel with Expedia