House holiday rentals in Wellfleet Harbor

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Popular amenities for Wellfleet Harbor house rentals

House rentals with a pool

Superhost
Home in Dennis
4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

KeelyRating, 5 stars7 months ago
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!
Superhost
Home in Brewster
4.88 out of 5 average rating, 17 reviews

Spacious Home with Private In-Ground Pool!

JulieRating, 5 stars3 months ago
We stayed in Brewster for a few days over the holidays and it was perfect for our extended family. Clean, spacious, & comfortable beds! The kitchen was well enough stocked for us to cook Christmas dinner. We unfortunately were also dealing with a family health situation during this time & Del Mar was extremely accommodating to us, for which we are very grateful. Highly recommended. Thank you
Guest favourite
Home in Brewster
4.97 out of 5 average rating, 31 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

NickRating, 5 stars5 months ago
Walt's home was the perfect headquarters for our first annual golf trip. The house was clean and in a beautiful, quiet neighborhood where we could relax after a full day of golf. Walt was responsive and helpful throughout our stay, especially when a fuse in the kitchen was tripped, and we had to access a locked part of the house to reset it.
Superhost
Home in Sandwich
4.64 out of 5 average rating, 11 reviews

New Cape Escape for 10 People With Heated Pool

LaurenRating, 5 stars6 months ago
Perfect stay. Pool was amazing. Host was very responsive to everything. Great for families, Just bring socks with friction pads on the bottom so you don’t slide .
Superhost
Home in Harwich
4.79 out of 5 average rating, 14 reviews

4 BD slice of Harwich Heaven

KimberlyRating, 5 stars5 months ago
Chris is always a great host. He communicates. Is considerate of our soccer schedule and accommodations. He even wishes our boys good luck at their soccer tournament! He is understanding and a great host. We really enjoy staying here. I highly recommend staying here. He’s a great host.
Top Guest favourite
Home in Sagamore Beach
4.92 out of 5 average rating, 155 reviews

Spacious Upper Cape Retreat with Private Pool

CatherineRating, 5 stars5 months ago
We had a lovely stay as a mixed group of kids and adults in this quiet house with a great pool, outdoor space, and common areas. You can walk to the bike path easily from the house and the next door neighbors sell veggies and eggs. Makes it easy to get back and forth to the cape for activities without staying on the other side of the bridge!
Top Guest favourite
Home in Oak Bluffs
4.94 out of 5 average rating, 193 reviews

Spectacular beach & pool combo; beautiful sunsets!

IsaacRating, 5 stars4 months ago
Outstanding home and location. The pictures are nice, but do not even begin to do the home justice. Lots of space and nooks too. Very responsive owner and management. Met our every need.
Guest favourite
Home in Plymouth
4.9 out of 5 average rating, 269 reviews

Ocean Side, Amazing View, close to town/beach, Spa

KateRating, 5 stars1 week ago
We stayed for one night in the off season and had the house to ourselves. Beautiful clean home, plenty of space, charming, view of the ocean from the back of the house. Beds were very comfortable. Easy to find. Close to bars and restaurants but far enough away from the congestion. Team was quick to respond to questions

Weekly house rentals

Guest favourite
Home in Centerville
4.88 out of 5 average rating, 111 reviews

#25 Seasonal Cottage is 200 feet from the Beach

RuthRating, 5 stars5 months ago
A minor communication glitch between host and cleaners meant two of the beds had not been made and probably a general cleaning between guests wasn't done. Fortunately the property was already very clean and the guests before me must have been, too. Everything else was in order. When I let the host know, she immediately contacted the cleaners while I went out for groceries. By the time I got back, the place was perfect and the cleaners were gone. I don't think this is a regular occurrence at all. In October this neighborhood was very quiet, which is a priority for me. And I felt very safe, which is also important. I would definitely return and highly recommend.
Top Guest favourite
Home in Yarmouth
4.95 out of 5 average rating, 150 reviews

Cape Cod Life is Good Rentals

JaredRating, 5 stars4 days ago
This was a great place for a large family. The kids especially enjoyed riding bicycles through the neighborhood. The house was spacious and comfortable. We plan to stay again.
Guest favourite
Home in Wellfleet
4.98 out of 5 average rating, 44 reviews

Wellfleet home tucked in 1.5 acres of lush gardens

ChristinaRating, 5 stars5 months ago
Such a beautiful place to stay setback in the most beautiful little forest! Spectacular master bedroom in such a nice home ! Outside area was very beautiful with a deck and a special place to spend our vacation ! Full kitchen made it so nice to have the choice to make meals at home which we did often and enjoy the beautiful dining room and big windows ! We wanted to stay home and eat more than go out! And the home office was a great place to get some work done 👍👍
Superhost
Home in Eastham
4.77 out of 5 average rating, 142 reviews

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

ChrisRating, 5 stars7 months ago
My family and I recently stayed at Donna’s home for a long weekend on the Cape. The house was exactly as described, matched all photos, and was in a phenomenal location. Just a few minutes from all of the shops and restaurants in Orleans, the beaches, hiking along the national seashore, and the Cape Cod rail trail. We would definitely stay here again.
Top Guest favourite
Home in South Yarmouth
4.95 out of 5 average rating, 228 reviews

Waterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK

MonicaRating, 5 stars5 days ago
From the moment we entered until We packed up we felt a world away from the house selling process. Aruna and Joe have done a beautiful job decorating the house inside and out. It felt so cozy to sit with the gas fireplace and look at the mallards, Canada geese and swans float by. The location was perfectly situated in a very safe neighborhood yet close to route 28. We loved our stay and hope to come back to explore the pond by kayak. Thank you so much!
Superhost
Home in Dennis Port
4.65 out of 5 average rating, 136 reviews

Charming 4 bdrm 2 1/2 bth - fire pit - pet ok

RichardRating, 5 stars7 months ago
Sue’s place was great for my family and dog. The 2 apartments give a nice separation when staying with a group. Very clean and comfortable. We paid the extra fee to not worry about linens and felt It was worth it. It is on a busy road and you can definitely hear the traffic when the windows are open as the house is pretty close to the road but it wasn’t an issue for sleeping. Location is great for many restaurants and beaches. 20-25 minutes to Hyannis or Chatham
Top Guest favourite
Home in Eastham
4.99 out of 5 average rating, 140 reviews

Bayside Bliss

SandraRating, 5 stars7 months ago
The home was absolutely beautiful and perfect for our family stay. The neighborhood was peaceful and private. The beach was 1.4 miles from the home, so we enjoyed walking there. The home furnishings were very clean and comfortable. The home was well stocked with everything we could possibly need. The host was excellent, keeping in touch with updates leading up to our stay, and throughout the process. We couldn't have found a more perfect home for our vacation in Eastham. I would highly recommend the home and host for anyone considering a stay at the Cape.
Guest favourite
Home in Provincetown
4.94 out of 5 average rating, 187 reviews

Location!! Large West End House w/ parking!

GregoryRating, 5 stars1 month ago
A beautiful home with a lovely yard, which is a rarity is Provincetown. This is our second stay at Jason & Ali’s home and it’s fantastic! The location is wonderful, the house is Provincetown perfection, and there are even bunnies outside that love to say hello!

Private house rentals

Superhost
Home in Wellfleet
4.72 out of 5 average rating, 50 reviews

Wellfleet, MA. Cape Cod sleeps 7

MikeRating, 5 stars2 months ago
Clifford's place worked out perfectly for my crew that was working in the area for a multi week project. I would definitely book again if we have more work in the area.
Superhost
Home in Barnstable
4.88 out of 5 average rating, 133 reviews

The Mills Retreat- 3BR/2Bath - Beach pass included

JulieRating, 5 stars3 months ago
This was a family Christmas getaway, and it was perfect.
Guest favourite
Home in Dennis
4.96 out of 5 average rating, 68 reviews

Quaint Cape Beach House

SamanthaRating, 5 stars3 months ago
The house was cozy, quaint, and spotless—perfect for our off-season weekend getaway! Adele was incredibly accommodating and flexible with us, and her communication was top-tier. We couldn’t have asked for a better experience and would happily stay again. Highly recommend!
Guest favourite
Home in Oak Bluffs
4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

LaurenRating, 5 stars5 months ago
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!
Top Guest favourite
Home in Vineyard Haven
5 out of 5 average rating, 59 reviews

Well-Appointed 3 Bedrm 4 Bathrm w/ 50+ 5* Reviews

ElizabethRating, 5 stars7 months ago
Lisa is an incredible host! She was very responsive and easy to reach. The house was very clean and neat and well equipped to make your stay easy and enjoyable. You can really tell that she cares about the home and the comfort of her guests. The home is located in a very quiet lowkey neighborhood with easy access to town and everything you need either by bike or car. I would definitely stay there again.
Superhost
Home in Sandwich
4.75 out of 5 average rating, 24 reviews

Holiday in the sun!

AnthonyRating, 5 stars3 weeks ago
Very quiet spot. Felt comfortable staying here. very good communication, very welcoming. Thank You Craig
Guest favourite
Home in Barnstable
4.94 out of 5 average rating, 115 reviews

The Cape House - Beach House on Barnstable Harbor

JaredRating, 5 stars7 months ago
This is our 5th year spending summer family time down at “The Cape House”. If you’ve been to the cape your whole life but never seen Millway beach before your missing out. I could go on forever, but I’ll just say that we’ve already booked next year and can’t envision a year not spending a week at Matt and Lindsay’s. Cheers!
Guest favourite
Home in Tisbury
4.86 out of 5 average rating, 69 reviews

Your home away from home

CristinaRating, 5 stars7 months ago
Patricia was very responsive before and during our stay. She was easy to communicate with and gave great suggestions for beaches to visit. The house is about a 10 minute drive from the closest beach. It’s near water but it’s more for fishing or boating. It’s less than 10 minutes from the center of town where there are great places to eat and shop around. The house is beautiful and spacious. Two bedrooms and a full bathroom on the main level and 2 bedrooms and a full bathroom the second level. Highly recommend.

Destinations to explore