South Wellfleet Holiday Rentals from NZ$240: Search Short-Term Rentals

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

Lovely Dog Friendly Beach Home Close to Everything. : This holiday home rental outside of South Wellfleet is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Our top choices for South Wellfleet holiday rentals

A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

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

Wellfleet

Kaden P.

includes taxes & fees

28 Aug - 29 Aug

A dining table with wine glasses, plates, and a bottle, set against a window with a view of trees and a paddleboard.

2. 🐚Shell City on Lt Island

Wellfleet

Michele P.

3. Waterfront~Dog Friendly~ Lieutenant's Lodge

Wellfleet

Mike B.

A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.

4. Brewster Green Resort

Brewster

Jim

includes taxes & fees

15 Sept - 16 Sept

A sandy beach with wooden posts and a clear view of the ocean.

5. Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham

Debra H.

includes taxes & fees

30 Aug - 31 Aug

A living room with a large window overlooking a body of water, a brown sofa, a television, and a bookshelf.

6. Waterfront Cottage - fantastic unobstructed views!!

Wellfleet

Lori H.

A beach with a wooden boardwalk and a rocky foreground.

7. Edgewood on Campground Beach/Steps to the Sand

Eastham

Melinda W.

includes taxes & fees

6 Sept - 7 Sept

A beach with a wooden walkway and a fence leading to a building.

8. 🌊The Ocean Cottage on Thumpertown Beach

Eastham

Jeff P.

includes taxes & fees

29 Aug - 30 Aug

A wooden staircase leading to a beach with a sunset in the background.

9. Driftwood Cottages - 85 - Lobster

Eastham

Christina L.

A table set outdoors with a view of a lake, surrounded by trees.

10. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

Eastham

Emily A.

includes taxes & fees

13 Sept - 14 Sept

Two wicker swing chairs facing a sunset over the ocean.

11. Castaway Cottage on the bay~Dog Friendly Too!

Eastham

Patty M.

includes taxes & fees

8 Sept - 9 Sept

A patio with Adirondack chairs, a fire pit, and a wooden deck.

12. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Eastham

Pete P.

A wooden deck with a view of a lake, surrounded by trees.

13. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Eastham

Richard F.

includes taxes & fees

19 Sept - 20 Sept

An outdoor deck with a grill, dining table, chairs, and an umbrella.

14. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Eastham

Lourdes P.

includes taxes & fees

22 Sept - 23 Sept

Two Adirondack chairs facing a calm lake with a forested shoreline under a partly cloudy sky.

15. The Breeze on Minister's Pond

Eastham

MelanieC

A lakeside deck with two Adirondack chairs and a small dock extending into the water.

16. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Eastham

David B.

includes taxes & fees

9 Sept - 10 Sept

A beach with a wooden fence and a clear view of the ocean.

17. The Alpine/Walk to Beach for 2 or more!

Eastham

Jennifer G.

includes taxes & fees

22 Sept - 23 Sept

A wide sandy beach with gentle waves and a clear blue sky.

18. On Town Cove with salt water access! Kayaks and paddle board available for use!

Eastham

Peter G.

includes taxes & fees

20 Sept - 21 Sept

A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

19. Sandcastle Resort and Club

Provincetown

debra

includes taxes & fees

20 Sept - 21 Sept

A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

20. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Eastham

Mark T R.

includes taxes & fees

20 Sept - 21 Sept

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Top South Wellfleet Hotel Reviews

Surfside Hotel and Suites

10/10 Excellent

"great location!"

Holiday Hill Inn & Suites

8/10 Good

"The staff was very friendly and helpful. We were placed in a room directly outside the pool so our room smelt overwhelming like chlorine as soon as we opened the door. The two double beds were a full size, as apposed to queen, so they were a bit small for two people. The room was very clean, as was the entire property. The pool area was nice, but unfortunately, it was rainy and overcast curing our stay, so we did not use it. Based on this experience, I would stay there again in the future."

Blue Rock Resort

8/10 Good

"Clean property but needs some renovations. Pool was warm but needs some renovation. Pool towels are too small. Staff members were friendly and helpful. Breakfast was ok but needs improvement with more options and needs to be moved into the restaurant area. We loved that we could use the other Red jacket properties. Suggestion to have games to borrow at front desk."

Lighthouse Inn

8/10 Good

"First, I was in SHOCK when I first saw the NEW look of the LI. It looks like the inside of a Pier One Imports store. I have been a guest at the LI for at least 30 years…I could have cried, and did a bit, when I saw the old character of the inn just sandblasted away. I understand repairs were necessary, but to polish it all up in New York-y style, I thought, they want to be the Ocean House! And that bar? Good heavens! The Stone family ancestors must be turning in their graves. Our cottage was fine, but the bathroom could definitely have been cleaner. The sink needs to be attached to the wall properly…it is rickety."

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, 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 NZ$240 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?

Lovely Dog Friendly Beach Home Close to Everything.: This holiday home rental outside of South Wellfleet is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in South Wellfleet?

Choose from 34 Expedia holiday rentals in South Wellfleet for a memorable holiday.

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

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

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.

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Check prices for these dates

Our top choices for South Wellfleet holiday rentals

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

2. 🐚Shell City on Lt Island

3. Waterfront~Dog Friendly~ Lieutenant's Lodge

4. Brewster Green Resort

5. Sand Bar-Dog Friendly on Cooks Brook Beach

6. Waterfront Cottage - fantastic unobstructed views!!

7. Edgewood on Campground Beach/Steps to the Sand

8. 🌊The Ocean Cottage on Thumpertown Beach

9. Driftwood Cottages - 85 - Lobster

10. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

11. Castaway Cottage on the bay~Dog Friendly Too!

12. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

13. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

14. Sleeps 2-8/Soaking Tub/FirePit~Burrows

15. The Breeze on Minister's Pond

16. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

17. The Alpine/Walk to Beach for 2 or more!

18. On Town Cove with salt water access! Kayaks and paddle board available for use!

19. Sandcastle Resort and Club

20. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Find holiday rentals that suit your style

Top South Wellfleet Hotel Reviews

Surfside Hotel and Suites

Harbor Hotel Provincetown

Dune Crest Hotel

Holiday Hill Inn & Suites

Blue Rock Resort

Crowne Pointe Historic Inn & Spa - Adults Only

Ocean Park Inn

Lighthouse Inn

The Provincetown Inn

Find out more about South Wellfleet

Frequently asked questions

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