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Cottage holiday rentals in Wellfleet Harbor

Find and book unique cottages on Airbnb

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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 stars3 days 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, 211 reviews

Gold Anchor Cottage - private hot tub getaway!

MichaylaRating, 5 stars2 days ago
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 stars5 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 Dennis
4.97 out of 5 average rating, 117 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

KimRating, 5 stars3 days ago
Christinas house was without a doubt the nicest house I have stayed out through Airbnb. Christina was there when we checked in and answered all of my questions. She was very friendly and welcoming. The house is very beachy and comfortable. The kitchen contained everything we needed for cooking. And the back yard is simply an oasis, relaxing furniture and a hot tub. Also we had use of canoes at the neighborhood beach, which our boys thoroughly enjoyed. Thank you for a wonderful stay. We look forward to visiting again.
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 .
Guest favourite
Cottage in Sandwich
4.91 out of 5 average rating, 220 reviews

Blue Anchor Cottage - private hot tub getaway!

PamRating, 5 stars1 week 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.

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 242 reviews

Beach Cottage, without going over bridges to Cape!

Theresa MilesRating, 5 stars2 days ago
There was nothing that hasn't been thought of to accommodate anyone that stays there. The fenced in yard was a bonus especially for our Border Collies. The beach was just a short walk, it was beautiful!
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!
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!
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 stars6 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 Provincetown
4.92 out of 5 average rating, 125 reviews

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

Craig & PippaRating, 5 stars2 weeks 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 stars6 days ago
It was a really cute little place for our family and the host was super helpful and friendly!! Location was perfect
Top Guest favourite
Cottage in Dennis
4.94 out of 5 average rating, 212 reviews

Walk to beach - firepit - fireplace

OlitaRating, 5 stars2 months ago
Sue's place was perfect for our mother-daughter weekend. Sue provided a comprehensive list of restaurants in the area, but we prepared all of our meals in the kitchen, which was well-appointed, very much appreciated. We enjoyed daily walks to the beach. Though it was off-season and overcast, inside it was perfectly cozy. The fireplace was great to return to. Sue was quick to return texts, and very welcoming. The snack basket was well received! Would highly recommend.
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.

Private cottage rentals

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

Cape Cottage Escape

DanaRating, 5 stars2 weeks 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 Wellfleet
4.86 out of 5 average rating, 85 reviews

Wellfleet Getaway

ChristinaRating, 5 stars9 months ago
My sister and I stayed at Dave's cottage which was very comfortable, clean, and well appointed. We had everything we needed for cooking. The bedrooms were very comfortable and clean. We especially enjoyed the peaceful deck and grill. It is right off Route 6 but very well located being close to bay and ocean beaches. Although you do hear cars going by, the cottage is very quiet inside and on the deck. It was very peaceful and serene. the beach chairs and umbrella provided in the cottage were very handy! Super bonus! Of course, we spent most of our time at the beaches - but we really enjoyed Dave's cottage and would absolutely come back for a return visit!
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 Wellfleet
4.82 out of 5 average rating, 60 reviews

Duck Creek Cottage

JasonRating, 5 stars3 weeks ago
This is a beautiful Wellfleet cottage with a lot of history. If you didn't pay attention the history is around every corner in the house or on the book shelves. With a great view of the water in kitchen and living room and space to relax in the entry area, there is plenty of spaces to find a spot to unwind. Walking distances to galleries, the grocery store, or restaurants are short (5-10 minutes). This place is a gem in Wellfleet and I hope it stays around for a long time.
Guest favourite
Cottage in Eastham
4.77 out of 5 average rating, 57 reviews

Bright and Open Outer Cape Escape!

EliseRating, 5 starstoday
We really enjoyed staying here. Most places we wanted to go (restaurants, beaches, trails, etc.) were a 10 minute drive or less. The cottage felt very private and the noise from traffic on the main road was minimal. The patio area was great for outdoor dining, and we saw plenty of cute critters while we spent time sitting outside. Overall, our stay was great!
Superhost
Cottage in Wellfleet
4.88 out of 5 average rating, 26 reviews

ClamCake Cottage c. 1920

LaurieRating, 5 stars9 months ago
Sandra‘s cottage is delightful and charming. It is a simple old cottage. There is no dishwasher or clothes, washer or dryer. The walls are thin, so there is no acoustic privacy. But, I would gladly go back. There was lots of space to spread out. There is a very nice grill and refrigerator is modern and spacious. There is a very nice TV and Wi-Fi. There are sleeper couches and a daybed in the living room. There is a delightful screened porch that looks out to the bay through the trees. It is less than a block walk down a sweet street to the bay. The walks there are terrific.

Destinations to explore