A white house with a red roof on a grassy hill.

Holiday Homes in Provincetown

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Provincetown holiday homes

Front door from driveway

1. Secluded Hilltop Luxury Home. Water views. Steps away from the beach and town. Restaurants and gallery district nearby.

Secluded Hilltop Luxury Home. Water views. Steps away from the beach and town. Restaurants and gallery district nearby.
Provincetown
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed Flagship house in Ptown with our teens and the dog. The town beach is just down the hill and views of the water are everywhere on this property. The house is very comfortable, great for cooking, playing games and hanging out. We also loved walking to restaurants and shops, hiking to the top of the Monumemt, fishing, and a whale watch."
United States
Marlene G.
The price is AU$1,178
includes taxes & fees
27 Oct - 28 Oct
Secluded Hilltop Luxury Home. Water views. Steps away from the beach and town. Restaurants and gallery district nearby.
Interior

2. Stylish Ptown Condo with driveway parking, waterviews and prime location!

Stylish Ptown Condo with driveway parking, waterviews and prime location!
Provincetown
9.4 out of 10, Exceptional, (51 reviews)
"Location was amazing, bathrooms and kitchen are updated an very nice!"
United States
Matt D.
The price is AU$1,070
includes taxes & fees
23 Nov - 24 Nov
Stylish Ptown Condo with driveway parking, waterviews and prime location!
A cozy room with a fireplace, a wooden table, a bar area, and a seating area with a sofa and chairs.

3. Provincetown Paradise on the Sea

Provincetown Paradise on the Sea
Provincetown
10.0 out of 10, Exceptional, (14 reviews)
"the coolest house we have ever stayed in provincetown. gorgeous and amazing location. host was communicative and thorough. already looking to book for next summer."
United States
Michael J.
The price is AU$1,878
includes taxes & fees
27 Oct - 28 Oct
Provincetown Paradise on the Sea
A wooden deck with a table and chairs, an umbrella, and a view of the sea.

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

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay at this pet-friendly cottage on the beach. Location was great and the hosts were very accommodating. We loved the privacy of the island, the outdoor space, and the sunsets overlooking the bay!"
United States
Scott M.
The price is AU$708
includes taxes & fees
15 Nov - 16 Nov
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
A patio with Adirondack chairs, a fire pit, and a wooden deck.

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

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$580
includes taxes & fees
22 Nov - 23 Nov
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

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

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Clean well maintained"
United States
mark A.
The price is AU$735
includes taxes & fees
27 Oct - 28 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

7. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is AU$724
includes taxes & fees
27 Oct - 28 Oct
10 min walk to Beach - Home with Amazing View & Huge Deck
A kitchen with granite countertops, white cabinets, and a dining area with a table set for two.

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

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is AU$742
includes taxes & fees
3 Nov - 4 Nov
The Alpine/Walk to Beach for 2 or more!
A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

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

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is AU$779
includes taxes & fees
1 Nov - 2 Nov
New! Island Pines-A Dog Friendly Boutique Oasis
A red-roofed building surrounded by dense green forest, with a river and distant landforms in the background.

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

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.8 out of 10, Excellent, (5 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is AU$787
includes taxes & fees
27 Oct - 28 Oct
Ebb Tide~3b/2b and dog friendly for 2-10
A cozy room with a wooden ceiling, a striped sofa, a beige sofa, a wooden coffee table, and a view of the outdoors through large windows.

11. Sand Bar~3 BR Dog Friendly Beachside Home

Sand Bar~3 BR Dog Friendly Beachside Home
Eastham
10.0 out of 10, Exceptional, (35 reviews)
"We had a lovely visit with access to the beach and very comfortable beds. Enjoyed a beautiful sunset!"
United States
Debra H.
The price is AU$720
includes taxes & fees
4 Nov - 5 Nov
Sand Bar~3 BR Dog Friendly Beachside Home
A staircase with a wooden handrail and a red carpet leading to a room with a chair and a framed picture on the wall.

12. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
Wellfleet
8.4 out of 10, Very good, (8 reviews)
"Lighting was poor in the communal space. , mattresses lumpy but okay. The couch in the communal space very low for a senior person. "
United States
Miriam H.
2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
An outdoor deck with a grill, dining table, chairs, and an umbrella.

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

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is AU$720
includes taxes & fees
22 Nov - 23 Nov
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

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

Pond House~Waterfront Oasis on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (13 reviews)
"Had everything we needed for a comfortable stay."
United States
BILL
The price is AU$731
includes taxes & fees
1 Nov - 2 Nov
Pond House~Waterfront Oasis on Minister's Pond
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

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

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Driftmoor was a fantastic place to stay for our Labor Day trip to Provincetown. The property is extremely clean and spacious. The location was convenient to several local eateries. Management was easy to communicate with."
United States
David
The price is AU$770
includes taxes & fees
9 Nov - 10 Nov
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

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

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is AU$711
includes taxes & fees
27 Oct - 28 Oct
National Seashore/Updated/Game Room~Blue Pearl
A wooden deck with a ceiling fan, a sofa, and chairs.

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

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AU$648
includes taxes & fees
27 Oct - 28 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
A living room with a grey sofa, striped rug, and a lamp.

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

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (30 reviews)
"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."
United States
Justin R.
The price is AU$697
includes taxes & fees
2 Nov - 3 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove
A wooden deck with metal chairs overlooking a beach with clear turquoise water and a cloudy sky.

19. Waterfront~Dog Friendly~ Lieutenant's Lodge

Waterfront~Dog Friendly~ Lieutenant's Lodge
Wellfleet
9.8 out of 10, Exceptional, (15 reviews)
"My family of 6 (with 4 kids ranging from 5 to 16) all loved it here! We hope to stay again in the future! Super comfortable beds!"
United States
Lorie D.
The price is AU$991
includes taxes & fees
27 Oct - 28 Oct
Waterfront~Dog Friendly~ Lieutenant's Lodge
A wooden chair with a cushion on a balcony with a view of a building and a window.

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

Gray Whale-Minutes to Eastham Bay & Ocean Beaches
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
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 Provincetown Hotel Reviews

Waterford Inn Provincetown

Waterford Inn Provincetown

10/10 Excellent
"My husband and I wanted a quick overnight in P-town and Waterford Inn was a great choice. The room was immaculate, the bed was very comfortable, and it was extremely quiet. The area was right on the Main Street and felt very safe even after dark. Parking was on the street and payable through an app but the cost was very reasonable. The only staff we saw was as we were leaving (the owner/manager I believe) and he was very nice. We would definitely stay here again."
Paul 1-night trip
Posted 2 hours ago
Waterford Inn Provincetown

Find out more about Provincetown

Provincetown Holiday Homes information

Number of reviews
310
Accommodation
119 Holiday Homes
Lowest Price
AU$580
Highest Price
AU$1,878

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