South Wellfleet Holiday Rentals

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Check prices for these dates

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Holiday Rentals in South Wellfleet

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

Holiday Home in 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 HK$1,086
HK$3,390 total
includes taxes & fees
1 Dec - 2 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Smart TV, offices
New! Island Pines-A Dog Friendly Boutique Oasis

Holiday Home in Wellfleet

9.4 out of 10, Exceptional, (11)
"Property is beautiful, in a lovely setting, private but not too far from activities and great food. The house is maintained well and was perfectly clean, with a few maintenance issues which could be corrected quickly (bathroom doors that do not close and an extraordinarily squeaky upper floor.)"
United States
Marshal G.
The price is HK$1,543
HK$4,386 total
includes taxes & fees
1 Dec - 2 Dec
New! Island Pines-A Dog Friendly Boutique Oasis
Property grounds
Sandcastle Resort and Club

Aparthotel in Provincetown

3.0 star property
7.4 out of 10, Good, (1148)
"Right on the beach, outstanding room/views"
United States
Kris
The price is HK$764
HK$874 total
includes taxes & fees
1 Dec - 2 Dec
Sandcastle Resort and Club
Smart TV
Charming 1-bedroom apartment in fabulous Provincetown

Apartment in Provincetown

9.6 out of 10, Exceptional, (4)
"This is definitely the place you want to book when staying in PTown. "
United States
Mark P.
The price is HK$490
HK$1,230 total
includes taxes & fees
1 Dec - 2 Dec
Charming 1-bedroom apartment in fabulous Provincetown
Fridge, microwave, oven, stovetop
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Cottage in Chatham

9.6 out of 10, Exceptional, (29)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is HK$623
HK$2,494 total
includes taxes & fees
1 Dec - 2 Dec
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining

Condo in Dennis Port

9.0 out of 10, Wonderful, (62)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is HK$498
HK$2,279 total
includes taxes & fees
7 Dec - 8 Dec
Quaint condo near private beach access with fireplace - close to dining
Outdoor dining
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Holiday Home in Dennis

10.0 out of 10, Exceptional, (176)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is HK$694
HK$2,434 total
includes taxes & fees
1 Dec - 2 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Holiday Home in 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 HK$693
HK$3,197 total
includes taxes & fees
1 Dec - 2 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Holiday Home in Dennis

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is HK$926
HK$2,449 total
includes taxes & fees
2 Dec - 3 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Terrace/patio
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

Apartment in Provincetown

8.8 out of 10, Excellent, (30)
"Clean, nicely appointed, great location."
United States
David C.
The price is HK$934
HK$2,878 total
includes taxes & fees
1 Dec - 2 Dec
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street
Beach nearby, sun-loungers
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Holiday Home in Chatham

10.0 out of 10, Exceptional, (115)
"Comfortable and terrific location"
United States
Barry L.
The price is HK$1,401
HK$3,858 total
includes taxes & fees
1 Dec - 2 Dec
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Outdoor dining
Modern Beachfront Escape - Steps from Ferry - Private Deck - Waterfront

Condo in Provincetown

10.0 out of 10, Exceptional, (11)
"My husband and I stayed at this wonderful property over Memorial Day weekend. The location was perfect, walkable to everything on commercial street with its own beach. We spent the majority of our time on the beautiful deck overlooking the beach and ocean. We would definitely stay here again!"
United States
Caroline L.
The price is HK$894
HK$4,124 total
includes taxes & fees
1 Dec - 2 Dec
Modern Beachfront Escape - Steps from Ferry - Private Deck - Waterfront
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Holiday Home in West Brewster

2.0 star property
10.0 out of 10, Exceptional, (24)
"Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue."
United States
Art T.
The price is HK$856
HK$5,195 total
includes taxes & fees
9 Dec - 10 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Property grounds
Stunning Views - West End Waterfront w/ Parking

Apartment in Provincetown

10.0 out of 10, Exceptional, (7)
"My husband and I stayed last weekend and it was such a memorable weekend. We truly enjoyed having a place that was clean, had great views, and was located so close to things. We created our own itinerary, but staying at Jason’s home allowed for that to be done with such ease. Jason was so accommodating and very quick to reply to any questions I had. The neighbors we passed by were so kind and the coffee shop below had the MOST delicious homemade pop tarts. I would definitely recommend and would...
United States
Lindsey N.
The price is HK$943
HK$3,725 total
includes taxes & fees
2 Dec - 3 Dec
Stunning Views - West End Waterfront w/ Parking
Beach
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Holiday Home in Dennis Port

2.0 star property
The price is HK$981
HK$3,387 total
includes taxes & fees
1 Dec - 2 Dec
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
Property grounds
Stylish Beachside Condo on Commercial - Dog-Friendly, Parking, Prime Location

Apartment in Provincetown

8.6 out of 10, Excellent, (4)
"Excellent location and gracious host."
United States
Peter F.
The price is HK$991
HK$5,322 total
includes taxes & fees
1 Dec - 2 Dec
Stylish Beachside Condo on Commercial - Dog-Friendly, Parking, Prime Location
Interior
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Holiday Home in 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 HK$1,219
HK$3,952 total
includes taxes & fees
1 Dec - 2 Dec
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Exterior detail
The Nantucket Room Unit - #2

Condo in Harwich port

9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is HK$1,362
HK$2,255 total
includes taxes & fees
1 Dec - 2 Dec
The Nantucket Room Unit - #2
3 bedrooms
Coastal Haven in West Dennis -15

Holiday Home in West Dennis

2.0 star property
The price is HK$2,587
HK$6,261 total
includes taxes & fees
5 Dec - 6 Dec
Coastal Haven in West Dennis -15
Outdoor dining
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Villa in Harwich - Brewster Border

10.0 out of 10, Exceptional, (6)
"Lovely property with attentive hosts "
United States
marian t.
The price is HK$3,328
HK$6,999 total
includes taxes & fees
1 Dec - 2 Dec
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
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

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

10/10 Excellent
"All was good"
Willam 2-night trip
Posted 2 days ago
Four Points by Sheraton Eastham Cape Cod

Find out more about South Wellfleet

Search for holiday rentals in South Wellfleet on Expedia! You can easily find your home rentals, villas, holiday apartments in South Wellfleet using one of the methods below:

  • View our selection of featured holiday rentals in South Wellfleet
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Look no further and take a look at our great range of rental properties in South Wellfleet!

Frequently asked questions

Can I find holiday rentals in South Wellfleet?

Yes, there are holiday rentals close to the most popular sights in South Wellfleet, or you can select a more secluded option if you're looking for a relaxing stay. South Wellfleet is known for its beaches.

What are some of the best holiday rentals that South Wellfleet has to offer?

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown : This holiday home rental outside of South Wellfleet offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in South Wellfleet?

Choose from 36 Expedia holiday rentals in South Wellfleet for a memorable holiday.

What’s there to see and do in South Wellfleet?

Lieutenant Island and Wellfleet Bay Wildlife Sanctuary are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Cape Cod National Seashore and Cape Cod Beaches.

What’s a holiday rental in South Wellfleet like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Wellfleet. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.