Cottage holiday rentals in Wellfleet Harbor

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Popular amenities for Wellfleet Harbor cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Provincetown
4.95 out of 5 average rating, 65 reviews

relaxing beach cottage with hot tub

BrandonRating, 5 stars1 day ago
Had a wonderful 5 night stay in Casa Sebastian! House was clean and very thoughtfully furnished. Terrific use of space inside and wonderful backyard setup. Mikhail was clear and communicative the entire trip. Thanks!
Guest favourite
Cottage in Sandwich
4.9 out of 5 average rating, 210 reviews

Gold Anchor Cottage - private hot tub getaway!

MichaylaRating, 5 starstoday
Our stay was great! Very much appreciated there being a portable crib available that was easy to set up and comfortable for our toddler! We also enjoyed having the backyard space and hot tub at night and it was easy to operate
Superhost
Cottage in Sandwich
4.92 out of 5 average rating, 272 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

LorindaRating, 5 stars3 weeks ago
This place was perfect! Absolutely beautiful with lots to do. We loved the rock path and look forward to staying again in the future!
Cottage in Dennis
4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

JacobRating, 5 stars22 months ago
Mazie was great host and her place was perfect for our family. Walkable to beach. The kids could ride their bikes on the dead end road and they had a little candy and Icecream store they liked to bike to not far. The inside was great. We had four kids and our two youngest loved the little loft area as their room. The backyard was great for relaxing grilling and the outdoor shower was perfect to have for back and forth trips to the beach all day. Mazie was a great host and we are grateful for our stay at her beautiful home.
Guest favourite
Cottage in Provincetown
4.92 out of 5 average rating, 24 reviews

NEW! East End Cottage with Private Hot Tub!

RichardRating, 5 stars3 days ago
We thoroughly enjoyed our stay at Brady’s home in P-Town! The location is great - walking distance to all that Commercial Street has to offer (and close to two little markets), but tucked away just enough to relax at the end of the day. The home was spotless and comfortable, and Brady made sure to provide us with clear instructions for check-in and check-out, and also checked in on us during our stay to make sure there wasn’t anything we needed! I would definitely recommend Brady’s home, and we look forward to staying with him again in the future!
Guest favourite
Cottage in Sandwich
4.91 out of 5 average rating, 219 reviews

Blue Anchor Cottage - private hot tub getaway!

PamRating, 5 stars6 days ago
We had a great stay at Blue Anchor, our first Airbnb stay. The house is neat and clean and host had thought of everything one might need right down to a well equipped kitchen with a selection of spices. Sandwich was a great home base for the exploring we wanted to do. The surroundings are attractive and peaceful, very quiet and tucked away. The bed was comfortable and that’s much appreciated after days of on-the-go enjoying the Cape. We used and enjoyed the grill and the hot tub. Tv, WiFi, all good. We appreciated the excellent communication, and friendliness. It was great to have our two small dogs along for vacation. We’d highly recommend Blue Anchor and would love to return.
Guest favourite
Cottage in Harwich
4.85 out of 5 average rating, 26 reviews

Lakeside Waterfront House in Harwich: 4+beds, 3bth

ColinRating, 5 stars1 week ago
Absolutely amazing house, fit all of us comfortably and a great host. Art was there to respond to all of our questions and was responsive and extremely helpful .

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 241 reviews

Beach Cottage, without going over bridges to Cape!

LouiseRating, 5 stars1 week ago
This is our second time staying at Kendra’s cozy home. So clean and cozy felt right at home. I don’t think I have ever stayed in a place with more linens available if needed. Also enjoyed the quiet fenced in yard. We love our walks around the neighborhood and down to the beach with our pup. We will definitely be back!
Superhost
Cottage in Provincetown
4.81 out of 5 average rating, 481 reviews

Private cottage green friendly and pet friendly

WyomingRating, 5 stars1 week ago
We had a lovely time—the little cabin is even cuter than the pictures, and we loved the private outdoor space in the back. Something to note is that the bed is in the loft, so you need to walk up stairs to access it. Everything was there that we needed for a weekend, and it's a great location. Thanks for having us!
Top Guest favourite
Cottage in Oak Bluffs
4.94 out of 5 average rating, 145 reviews

Charming water-front cottage on Martha's Vineyard!

JohnRating, 5 stars5 days ago
We had a great stay! Anne was friendly, responsive, and flexible. The location was private, beautiful and close to everywhere we wanted to go. The cottage was clean, comfortable, and had everything we needed. We absolutely loved it!
Guest favourite
Cottage in Tisbury
4.9 out of 5 average rating, 167 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

EmilyRating, 5 stars8 months ago
Sweet, cozy house that’s perfect for 2-3 people. Very comfortable bathroom and kitchen, esp for a smaller house. Great outdoor space and loved the rope swing!
Guest favourite
Cottage in Provincetown
4.92 out of 5 average rating, 125 reviews

Cozy West End Cottage w/ Parking 1st & 2nd floors

Craig & PippaRating, 5 stars1 week ago
It was such a happy stay in Provincetown. The cottage is wonderfully located, close to everything. It has two very well stocked kitchens, lovely linens and towels. We were a family of 4 and the only missing part was a table for us to break bread together, but this was a small price to pay in return for all the other features. By the time you book, Michael might have upgraded to include a larger table in the downstairs apartment as there seems to be improvements in the works. Michael was a pleasure to speak with and very responsive. Enjoy!
Guest favourite
Cottage in Chatham
4.94 out of 5 average rating, 173 reviews

Cape Cod Classic Cottage Near Forest Beach

TeresaRating, 5 stars4 days ago
It was a really cute little place for our family and the host was super helpful and friendly!! Location was perfect
Guest favourite
Cottage in Provincetown
4.95 out of 5 average rating, 121 reviews

Designer West End Detached Cottage

ArianaRating, 5 stars2 weeks ago
This was an ideal space for a weekend away with the dogs. The cottage was welcoming and comfortable, beyond clean and had everything we needed for the weekend. Although dog friendly, there were no signs or smells of dogs in the space, I can’t emphasize the level of clean. I’ve always felt safe in PTown but the extra security measures available in the house were so appreciated. This cottage is in walking distance to everything and super convenient. I would 100% rent again from this host.
Guest favourite
Cottage in Yarmouth
4.96 out of 5 average rating, 113 reviews

8/25-9/4 Avail*Tiny Cottage*1/2 mile2beach-Dogs

RainaRating, 5 stars2 weeks ago
We had a wonderful stay at Bonnie’s cottage! It was quaint and cozy. Very clean and comfortable for our family of 3 and our doggie ! Bonnie was extremely helpful and responsive providing clear instructions and videos. We loved the location being so close to the beach and many other great restaurant spots/ desserts. Check-in/out was very easy. We would recommend this place to anyone planning a small trip to the cape!

Private cottage rentals

Top Guest favourite
Cottage in Eastham
5 out of 5 average rating, 39 reviews

Cape Cottage Escape

DanaRating, 5 stars1 week ago
Amazing and peaceful stay! Can’t recommend this place enough and the hosts! We had the best honeymoon. :)
Superhost
Cottage in Wellfleet
4.93 out of 5 average rating, 46 reviews

Indian Neck area - walk to beach location

VanessaRating, 5 stars1 week ago
Heidi’s place was more than we could’ve asked for. This was our first time visiting the Cape, and we wanted to stay somewhere central — it was perfect. All the beaches were within a 10-minute drive, and Provincetown was just 20 minutes away! The cottage is tucked away on a quiet, private road and was so cozy, with everything we needed for a comfortable stay. There are also some amazing places to eat in the area, and Heidi was kind enough to recommend a few great local spots. If you're looking to take a break from the beach, there are also several scenic trails nearby that are definitely worth checking out. Also, just a heads-up — the first two weeks of June are perfect for visiting since beach access is still free. Starting the third week of June through Labor Day, you’ll need a beach permit pass, so plan accordingly!
Guest favourite
Cottage in Chatham
4.95 out of 5 average rating, 59 reviews

Renovated Chatham Windmill! Walk to Beach/Town!

eileenRating, 5 stars3 weeks ago
Absolutely sparkling fresh and clean. Beautifully designed and decorated. Bed was so cozy and comfortable. Stairs are tricky and steep But it is expected in this style cottage. Convenient to downtown yet very secluded. We had a nor easter through our visit. So sad that our outdoor plans were ruined but this cottage had lots of room to move around. Could not imagine being in a small hotel room. We loved handing out at Chatham Bars Sacred Cod for drinks and dinner! Coming home to our cottage was half the hotel price but twice as cool!
Top Guest favourite
Cottage in Brewster
4.98 out of 5 average rating, 84 reviews

PRIVATE BEACH Bay views

JeanneRating, 5 stars1 week ago
Bruce and Rina are fabulous hosts, start to finish. There are 4 adorable cottages - two overlooking the ocean and stairs down to the beach, two are a few steps back from the bluff. I rented the one most set back, but highly recommend splurging for one right on the bluff. It's very quiet in pre-season early June, and the views are stunning. Walk way way out on low tide (you can go a mile!), and there are new things to see every time. Stroll down the beach to see the amazing colors and shapes of sunrise. Sit on the bluff to watch spectacular sunsets unfold. The water was wonderful, and I swam every single day. There's also lots to do in the area and I appreciated the full list of options in advance. I hope to rent several cabins for a family vacation next time. It's a great place to be together, while still having your own space when needed. And so many fun things to do for kids of all ages, right outside your door and very close by. Thank you both for a great stay!
Superhost
Cottage in Eastham
5 out of 5 average rating, 4 reviews

Newly renovated Eastham studio!

AaronRating, 5 stars8 months ago
We loved our stay so much! Everything was so clean and we felt right at home. Anne had everything we needed. She even had extra batteries. This was by far the cleanest house we have ever stayed at! There were instruction manuals on how to run everything and everything was extremely organized. Would definitely recommend to anyone!
Superhost
Cottage in Truro
4.69 out of 5 average rating, 78 reviews

Peaceful Truro Cottage / Ryder Beach

JessicaRating, 5 stars9 months ago
Beautiful location!! Very comfortable and clean accommodations. So peaceful and tranquil. Perfect for this early fall getaway! Jillian was proactive, responsive, and an entirely professional hostess. It’s clear as she takes great pride in providing a very positive experience for her guests!
Superhost
Cottage in Yarmouth
5 out of 5 average rating, 3 reviews

"Wharf Cottage" Idyllic Cape in Yarmouth Port

RachelleRating, 5 stars11 months ago
To say that Wharf Cottage is idyllic is an understatement. This cottage is a dream. Wharf cottage is not your average Airbnb. This is a thoughtfully curated & designed home that provides a bespoke experience, unlike anything else. We have stayed at more than 40 different Airbnb’s & other rental properties and Carol’s place is the only one that actually brought tears to my eyes. We came to Cape Cod from California for a week for the hydrangea festival. We chose Wharf cottage because it was surrounded by hydrangeas & I loved the decor. When we pulled up to the home, the hydrangeas were in full bloom, & it was breathtaking. The whole property is lovely. The inside of the home is absolutely charming and very well done. The neighborhood was very quiet & peaceful. Carol had lots of great recommendations for places to eat & we ate at most of what she recommended. Despite her well appointed kitchen we didn’t cook one meal. Take route 6A whenever you can. Trust me. Until next time!
Guest favourite
Cottage in Eastham
4.77 out of 5 average rating, 56 reviews

Bright and Open Outer Cape Escape!

MarthaRating, 5 stars5 days ago
The cottage met our needs, was dog friendly, and was well equipped. We loved the outdoor space, especially the covered porch. The only thing my husband who reads a lot, would put on his wishlist, is another reading light near the couch. We would definitely stay again.

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