Cottage holiday rentals in Wellfleet

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Popular amenities for Wellfleet cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Provincetown
4.95 out of 5 average rating, 64 reviews

relaxing beach cottage with hot tub

JuliaRating, 5 stars3 weeks ago
We loved our short but sweet stay at Casa Sebastian. The ambience and decor are so thoughtful and we immediately felt at home. The Duplo blocks were an instant mood booster to our frustrated toddler (as was looking out the windows in the loft). The walk to the beach along the wooden boardwalk and path was short and a fun activity for our son. Even on a rainy day, we felt cozy and at ease listening to the rain and watching movies. We would love to stay again in the future! Thank you Mikhail and Erin!
Guest favourite
Cottage in Sandwich
4.9 out of 5 average rating, 209 reviews

Gold Anchor Cottage - private hot tub getaway!

JaneRating, 5 stars1 week ago
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.
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 stars2 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 Port
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 starstoday
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 South Dennis
4.97 out of 5 average rating, 116 reviews

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

JustinRating, 5 stars2 weeks ago
A wonderful place to relax, soak in the hot tub, and enjoy the nearby beaches and amenities.
Guest favourite
Cottage in Sandwich
4.91 out of 5 average rating, 218 reviews

Blue Anchor Cottage - private hot tub getaway!

CarmenRating, 5 stars2 weeks ago
Very good place Cousy my husband and I love the jacuzzi my favorite part!❤️ ..I didn’t really like the patio kinda of simple but other wise everything was good well recommended for a couples!
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

Guest favourite
Cottage in Provincetown
4.81 out of 5 average rating, 480 reviews

Private cottage green friendly and pet friendly

KristinRating, 5 stars3 weeks ago
We loved our stay at Nathanial’s cottage. It was very easy to get into and all of the instructions were clear! Great outdoor seating that was nice and private. Perfect location to Commercial Street. Couldn’t ask for a better place!
Top Guest favourite
Cottage in Oak Bluffs
4.94 out of 5 average rating, 144 reviews

Charming water-front cottage on Martha's Vineyard!

AustinRating, 5 stars9 months ago
We had such an amazing time at Anne’s beachfront cottage. My girlfriend, pup and I spent about a week there to celebrate my birthday and staying here while on the island made it such a stress free trip. The house was well-stocked with supplies, towels, and pantry items that we would have otherwise forgotten to bring. The LOCATION was unbeatable, close to everything while still being secluded from the main road. The backyard views were immaculate, sitting on the beach for the sunset and enjoying the breeze, playing in the water with the dog. We all loved it! My only minor complaint is that the beach got a bit dirty with seaweed by the end of our stay, but I know that’s unavoidable due to the position within the cove. We would definitely come back for a future stay on the Vineyard!
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!
Superhost
Cottage in Sandwich
4.86 out of 5 average rating, 400 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

YmanRating, 5 stars5 days ago
Great stay! The place was clean, cozy, and just like the photos. The host was kind and helpful. I’d definitely stay here again.
Guest favourite
Cottage in Provincetown
4.92 out of 5 average rating, 124 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
4.95 out of 5 average rating, 172 reviews

Cape Cod Classic Cottage Near Forest Beach

TeresaRating, 5 stars1 day 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 Plymouth
4.96 out of 5 average rating, 121 reviews

Coastal Cottage — 7 min walk to private beach

JoanRating, 5 stars2 weeks ago
This was our second stay and though it rained and was very windy , we enjoyed our neighbor walks during the brief periods of sunshine. The cottage was perfectly clean and had everything we needed. Both of our stays were planned so we could visit with family that lived just two streets away. Proximity to the beach and great restaurants made our stay very relaxing. We will definitely plan another stay.
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

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!
Guest favourite
Cottage in Truro
5 out of 5 average rating, 9 reviews

Historic Cottage on the Sea

Jo-AnnRating, 5 stars10 months ago
Jim was an excellent host! The place was a tiny cottage right on the beach. We took advantage of being able to jump into the ocean for a swim first thing in the morning. Priceless! The cottage was tiny and minimal, so it felt like glamping. Although there was just enough amenities that I was able to cook a gourmet swordfish dinner one night while watching the sun set over Provincetown. Again, priceless! The location is terrific, just 5 miles from downtown Provincetown, so you can bike, or drive, or take a shuttle. Oh, and Day’s Market, just across the street is the best curated camp store I have ever seen…and their deli made exceptional sandwiches. Yum! All in all, staying at Jim’s cottage on shore road in Truro was an interesting experience; something we had wanted to try for years. The cottage is in a row of beach cottages set right next to one another, so it’s important to have welcoming neighbors
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 Brewster
4.86 out of 5 average rating, 59 reviews

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View

DavidRating, 5 stars9 months ago
we stayed for a week in August and had a fantastic time!!. the cottage is located a few stairs away from a beautiful private beach..my kids had a lot fun playing on the beach.the cottage has all what you need for a relaxing week in cape cod. short drive to restaurants and local amenities. Bruce has been very helpful and always available.we will.come back for sure.
Superhost
Cottage in Orleans
4.95 out of 5 average rating, 42 reviews

Cape Cottage w/ Deck+Outdoor Shower+Close to Beach

RachelRating, 5 stars9 months ago
Thank you for an amazing stay in Orleans. The property was exactly as described and close to some of the best beaches in all of cape cod. It was clean and the kitchen was well stocked. The beds were comfortable and the decor was cape cod perfect. Thanks again ! We can’t wait to be back
Top Guest favourite
Cottage in Orleans
4.96 out of 5 average rating, 81 reviews

Cozy Condo/Cottage on Cove, Walk to Town

WenFreeRating, 5 stars9 months ago
The cozy cottage is a delightful and comfortable spot for two 💕We enjoyed our morning ritual of drinking coffee while watching the sunrise over the cove. We also liked the convenience of being able to walk and explore the area from our stay. Nearby is an unusual small museum with an interesting story to tell (French Cable Museum) , delicious ice cream and a good fish market/restaurant . Easy on and off to other parts of the Cape. Kayak launches and beaches nearby. You won’t be disappointed!
Guest favourite
Cottage in North Eastham
4.77 out of 5 average rating, 56 reviews

Bright and Open Outer Cape Escape!

MarthaRating, 5 stars2 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.
Guest favourite
Cottage in North Eastham
4.97 out of 5 average rating, 29 reviews

Modern, Well Appointed Cottage Close to Everything

SamuelRating, 5 stars1 week ago
This little cottage was a perfect option for what I was looking for. Very clean, very homey, small yet very cute. I would 100% like to stay here again. I have a smaller boat the time we were here and it fit great on the driveway with enough room for another small car. Over all one of the best if not the best air bnb I’ve stayed in on cape cod. Have fun on your stay!

Quick stats about cottage rentals in Wellfleet

  • Total rentals

    60 properties

  • Nightly prices starting at

    $150 NZD before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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