South Wellfleet Holiday Houses

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 holiday homes

A wooden deck with metal chairs overlooking a beach with clear turquoise water and a cloudy sky.

1. Waterfront~Dog Friendly~ Lieutenant's Lodge

Wellfleet

Lorie D.

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with a table and chairs, an umbrella, and a view of the sea.

2. Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet

Scott M.

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

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

Wellfleet

Kaden P.

includes taxes & fees

4 Nov - 5 Nov

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

4. 🐚Shell City on Lt Island

Wellfleet

Michele P.

includes taxes & fees

25 Oct - 26 Oct

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

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

Eastham

Lourdes P.

includes taxes & fees

28 Oct - 29 Oct

A cozy living room with a wooden ceiling, a sofa set, a coffee table, and a bar area with a lamp and decorative items.

6. Sand Bar~3 BR Dog Friendly Beachside Home

Eastham

Debra H.

includes taxes & fees

25 Oct - 26 Oct

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

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

Eastham

includes taxes & fees

25 Oct - 26 Oct

A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

8. Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Eastham

mark A.

includes taxes & fees

25 Oct - 26 Oct

A red-roofed building surrounded by dense green forest, with a river and distant landforms in the background.

9. Ebb Tide~3b/2b and dog friendly for 2-10

Wellfleet

Ross M.

includes taxes & fees

4 Nov - 5 Nov

A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

10. Pond House~Waterfront Oasis on Minister's Pond

Eastham

BILL

includes taxes & fees

25 Oct - 26 Oct

A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

11. National Seashore/Updated/Game Room~Blue Pearl

Eastham

Catharine D.

includes taxes & fees

25 Oct - 26 Oct

A living room with a grey sofa, striped rug, and a lamp.

12. The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham

"We had such a wonderful time at the Surf Shack. The location was perfect. Within 15 minutes the best beaches, best dining, best shopping..everything. The house was incredibly clean with all the amenities needed to have a great family vacation. The host was incredibly quick to reply to any and all inquiries and was so pleasant to deal with. We couldn’t be any happier with our stay and will definitely stay there again if our travels return us to the Cape."

Justin R.

includes taxes & fees

3 Nov - 4 Nov

A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

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

Eastham

David

includes taxes & fees

27 Oct - 28 Oct

A kitchen with granite countertops, white cabinets, and a dining area with a table set for two.

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

Eastham

Jennifer G.

includes taxes & fees

25 Oct - 26 Oct

A wooden chair with a cushion on a balcony with a view of a building and a window.

15. Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Eastham

Leonard

includes taxes & fees

25 Oct - 26 Oct

Living room with plenty of seating and beautiful coastal design

16. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Eastham

Donna R.

includes taxes & fees

26 Oct - 27 Oct

A wooden deck with a ceiling fan, a sofa, and chairs.

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

Eastham

Susan C.

includes taxes & fees

26 Oct - 27 Oct

A staircase with a wooden handrail and a red carpet leading to a room with a chair and a framed picture on the wall.

18. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

Wellfleet

Miriam H.

includes taxes & fees

23 Oct - 24 Oct

A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

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

Eastham

Tereasa F.

includes taxes & fees

27 Oct - 28 Oct

A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

20. 10 min walk to Beach - Home with Amazing View & Huge Deck

Eastham

includes taxes & fees

27 Oct - 28 Oct

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Top South Wellfleet Hotel Reviews

The Escape Inn

10/10 Excellent

"Friendly, efficient staff. Spacious room. Very hot water. Excellent central location on the Cape. I wish there had been microwaves in the room."

Dennis Port Surf Club (Boutique Hotel)

8/10 Good

"Completely updated older hotel. Everything was spotless. The room was nice with an excellent king size mattress. Very comfortable. Because it was older architecture the bathroom was pretty small. Small sink and standard size bathtub with shower. And there was no outlet in the bathroom. Apparently, they said they were going to be doing some updates to that in the winter for next season. They had a nice pool and fire pit. It’s on the main drag of Route 28 but it was quiet there. Of course we were there in October so not high season. Convenient location to everything the Cape has to offer."

Seaglass Inn Provincetown

10/10 Excellent

"The staff is top notch. Hotel is a little dated but they’re working on it. We like the beds and it’s far enough away from The crowds but close enough to walk everywhere! Free breakfast is great! As long as rates don’t increase we will continue to come back each year! Free ride to the fast ferry is a huge bonus!"

Harbor Hotel Provincetown

10/10 Excellent

"This is a wonderful place to stay for any visit to Provincetown. Located at the east end of town with a perfect view of the bay across the street. The staff was very welcoming, friendly and warm. I was there in October so I missed the opportunity to swim in their beautiful pool. The amenities within the building are minimal in October at least, but there was a fantastic fresh coffee, bean grinder server that made me my precious cup of the coffee every day during my visit. I will definitely stay there again since it was just a short walk to downtown. And even a quicker drive. Plus, the east end is full of all the artists from the area. I am an artist, and that was the perfect location for me to be. I would highly recommend this location to all, then again I don’t want you to ruin my favorite spot"

Find out more about South Wellfleet

South Wellfleet Holiday Homes information

Number of reviews	222
Accommodation	2226 Holiday Homes
Lowest Price	NZ$713
Highest Price	NZ$1,229

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Wellfleet holiday homes

1. Waterfront~Dog Friendly~ Lieutenant's Lodge

2. Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly