
Cottage holiday rentals in Wellfleet
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Top-rated cottage rentals in Wellfleet
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Popular amenities for Wellfleet cottage rentals
Cottage rentals with a hot tub

relaxing beach cottage with hot tub
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!

Gold Anchor Cottage - private hot tub getaway!
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.

Hideout at Water's Edge, 131 North Shore Blvd, #4
This place was perfect! Absolutely beautiful with lots to do. We loved the rock path and look forward to staying again in the future!

Best Little Beach Cottage!
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.

NEW! East End Cottage with Private Hot Tub!
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!

Local Beach+ Fireplace + Hot Tub Under the *Stars*
A wonderful place to relax, soak in the hot tub, and enjoy the nearby beaches and amenities.

Blue Anchor Cottage - private hot tub getaway!
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!

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

Private cottage green friendly and pet friendly
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!

Charming water-front cottage on Martha's Vineyard!
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!

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

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
Great stay! The place was clean, cozy, and just like the photos. The host was kind and helpful. I’d definitely stay here again.

Cozy West End Cottage w/ Parking 1st & 2nd floors
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!
Cape Cod Classic Cottage Near Forest Beach
It was a really cute little place for our family and the host was super helpful and friendly!! Location was perfect

Coastal Cottage — 7 min walk to private beach
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.

Designer West End Detached Cottage
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

Renovated Chatham Windmill! Walk to Beach/Town!
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!

Historic Cottage on the Sea
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

Newly renovated Eastham studio!
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!

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View
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.

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

Cozy Condo/Cottage on Cove, Walk to Town
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!

Bright and Open Outer Cape Escape!
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.

Modern, Well Appointed Cottage Close to Everything
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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach