Holiday Rentals in South Wellfleet

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Holiday Rentals in South Wellfleet

Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

6.8 out of 10, (11)
"Very interesting old windows"
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1118)
"Clean room, staff was friendly."
The price is €97
includes taxes & fees
13 Oct - 14 Oct
Sandcastle Resort and Club

Modern Beachfront Condo, Gorgeous Views and Centrally Located

10.0 out of 10, Exceptional, (56)
"Great property have stayed multiple times. Had a concern and John handled it immediately. Great host and great location. Will book again soon. "
Modern Beachfront Condo, Gorgeous Views and Centrally Located

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (287)
"All around a great place to stay!"
The price is €245
includes taxes & fees
23 Oct - 24 Oct
Edgewater Beach Resort, a VRI resort

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (113)
"Nice big space. "
The price is €176
includes taxes & fees
16 Oct - 17 Oct
Brewster Green Resort

Oceana Cottages

2.5 star property
8.4 out of 10, Very good, (67)
"The location was great, literally right on the water. Check in was easy and the cottage was clean. While the property is older, it was a very pleasant place and the owner was so friendly and helpful."
Oceana Cottages

On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

10.0 out of 10, Exceptional, (141)
"This was the perfect spot. I went with my boyfriend to celebrate his 30th bday. The property is right on the beach and only a short drive to Ptown. The vineyard is close by and a great way to spend the afternoon. Highly recommend! "
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

10.0 out of 10, Exceptional, (38)
"I can’t say enough good things about this property! Beautifully decorated, well stocked kitchen, plenty of beach and pool towels, excellent location, tons of space for everyone to spread out, activities for kids, everyone had their own bathroom, helpful host - you can’t ask for anything more! Definitely the nicest property we ever stayed at!"
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

10.0 out of 10, Exceptional, (26)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Steps to a private beach in a classic Cape cottage. Pet-friendly!

8.8 out of 10, Excellent, (27)
"We had a great week. Location was perfect, steps from the beach. "
Steps to a private beach in a classic Cape cottage. Pet-friendly!

Cozy waterfront studio w/direct beach access - close to town

7.0 out of 10, Good, (46)
"Great location from downtown and bus access. Loved the private beach"
Cozy waterfront studio w/direct beach access - close to town

THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!

9.4 out of 10, Exceptional, (118)
"Exceptional location on Swan Lake. We enjoyed kayaking and biking every day. Our dog had a blast as well. Very gracious owner, gave us lots of good info."
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

9.6 out of 10, Exceptional, (136)
"Great location by the beach. We loved staying here!"
The price is €530
includes taxes & fees
13 Oct - 14 Oct
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

beachfront cottage at Chases Ocean Grove

9.6 out of 10, Exceptional, (33)
"Beautiful cottage within feet of the beach and can walk to almost anything you may need. Great communication with the owner. "
beachfront cottage at Chases Ocean Grove

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.4 out of 10, Exceptional, (30)
"Nice little spot to get away for a few days. Great location, very accommodating. "
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

9.4 out of 10, Exceptional, (115)
"Great choice. Location"
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

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

10.0 out of 10, Exceptional, (172)
"Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. "
The price is €276
includes taxes & fees
16 Oct - 17 Oct
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Walk To Beach - Comfortable 2BR Cottage

9.6 out of 10, Exceptional, (35)
"My friend and I spent 3 nights here while we explored this area of Cape Cod and Martha’s Vineyard. Clean and had what we needed!"
Walk To Beach - Comfortable 2BR Cottage

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

10.0 out of 10, Exceptional, (73)
"Very homey, spacious place!"
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

9.4 out of 10, Exceptional, (83)
"My friend and I really enjoyed our stay, perfect location for out short stay. We got to really explore PTown and loved the shopping and restaurants. Would stay there again for sure!TY"
The price is €345
includes taxes & fees
2 Nov - 3 Nov
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
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

Everything you need to know about South Wellfleet holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Wellfleet holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Wellfleet holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Wellfleet holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Wellfleet. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Wellfleet holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Wellfleet holiday rentals we have selected for you start as low as €97 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Wellfleet rentals

At Expedia, we put the best South Wellfleet holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Wellfleet rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Wellfleet holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Wellfleet. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This holiday home rental outside of South Wellfleet is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in South Wellfleet?

Choose from 32 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 Marconi Station.

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.