Cottage vacation rentals in Wellfleet

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Popular amenities for Wellfleet cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Sandwich
4.89 out of 5 average rating, 193 reviews

Gold Anchor Cottage - private hot tub getaway!

AprilRating, 5 stars1 week ago
Adorable cottage with open and bright living room and kitchen, good sized bedrooms and nice clean bathroom with awesome shower! Private outdoor patio with chairs, fire pit and amazing hot tub! Plus quiet neighborhood close to the beach. I highly recommend Carl’s place for a relaxing, stress free getaway.
Superhost
Cottage in Sandwich
4.92 out of 5 average rating, 255 reviews

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

AmandaRating, 5 stars3 weeks ago
Teagan’s place was the perfect spot for my birthday weekend! Slightly bigger than the pictures give away and fit everyone comfortably! I would stay again & look forward to returning in the future. Thank you Teagan!
Guest favourite
Cottage in Provincetown
4.89 out of 5 average rating, 19 reviews

NEW! East End Cottage with Private Hot Tub!

AustinRating, 5 stars4 months ago
We had a wonderful stay here! The space was spotless and very comfortable, perfect for a couple. We loved having friendly neighbors nearby, which made it feel even more welcoming. The hot tub was a highlight—such a relaxing touch! Overall, a cozy and enjoyable spot.
Guest favourite
Cottage in South Dennis
4.96 out of 5 average rating, 107 reviews

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

SabrinaRating, 5 stars1 week ago
Bayside Retreat is a dream! We spent the weekend here for a quick getaway to celebrate our anniversary. The hot tub was fantastic, the couch is so comfy and the fire place made it extra cozy at night. Everything in the home from the decor to kitchen utensils and amenities are so thoughtfully planned out and placed. We appreciated Christina’s quick responses when we had a question. I highly recommend this beautiful, private home!
Guest favourite
Cottage in Sandwich
4.9 out of 5 average rating, 200 reviews

Blue Anchor Cottage - private hot tub getaway!

JuliaRating, 5 stars2 weeks ago
Very sweet beach cottage The space is well designed, and was well heated in winter. We loved the hot tub, clean and private. I wonderful get away
Guest favourite
Cottage in Harwich
4.83 out of 5 average rating, 24 reviews

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

StephenRating, 5 stars6 months ago
First, Art was great to work with: near immediate helpful responses. The home is as described but still bigger than we imagined. Second was the location: right on Sands pond with a dock and boats we could use. It's on the end of a cul de sac with direct access to hiking trails and cranberry bogs that the dog (and us) really appreciated! Easy access to all Cape attractions - you can't go wrong with picking this home for your Cape experience!
Cottage in Mashpee
4.9 out of 5 average rating, 30 reviews

The Front Cottage: Waterfront/Dock/Hot tub

KristinRating, 5 stars2 weeks ago
We had a wonderful stay at the Front Cottage on Monomoscoy Island. a very cozy and comfortable space for our family of four + pup. We spent a 3-day weekend for my birthday. Slight mixup when we arrived but Ann was very responsive and everything was cleared up quickly. We really appreciated that. Takeout from nearby Moto Pizza the first night was spectacular. Day 2 was breakfast at Moonakis Cafe and a stop at Coffee Obsession in Falmouth, definitely recommend both of those. We took in the winter beach scenery at Mashpee town beach in the afternoon and then snacks, games, and beer flights at Bad Martha's - such a fun spot! Movie on the cozy couch and ice cream sundaes later for my birthday. Day 3 was sleet / rain so we stayed in with coloring books, board games and puzzles, watched the rain on the water and the ducks playing. It cleared up enough in the evening for the grownups to enjoy the hot tub. Checkout was easy and late enough for us to have a relaxing final morning!
Superhost
Cottage in Provincetown
4.95 out of 5 average rating, 59 reviews

relaxing beach cottage with hot tub

JenniferRating, 5 stars4 months ago
Our stay was perfect! Everything was as Mikhail said. Care was taken to ensure that our stay was not only comfortable but easy to navigate - simple check-in, ice at the ready, Sonos speakers for music and charging cords always nearby. The cottage was welcoming - bright and sunlit whether it was morning or afternoon, comfortable furniture for reading and vases of fresh flowers in every room. Mikhail was quick answering any questions we had and gave us a great list of suggestions for a variety of restaurants. Wonderful place to stay; great host!

Pet-friendly cottage rentals

Guest favourite
Cottage in East Orleans
4.99 out of 5 average rating, 79 reviews

Hobbit Cottage with Marsh View

TeriRating, 5 stars3 months ago
Hobbit Cottage is a magical place to stay, a cozy nest on the Cape with all you need. Bed is comfortable, kitchen perfect, bathroom spotless, roomy, with a great shower and I especially loved the darling sitting room overlooking the marsh. It looks tiny from the outside but somehow so spacious inside. We were just two but plenty of room for three hobbits-at-heart! Brenda is a great host, responsive and kind. Enjoy!
Guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 232 reviews

Beach Cottage, without going over bridges to Cape!

JamesRating, 5 stars2 months ago
Wonderful cottage. Immaculately clean. Great esthetic. The kitchen is well appointed with excellent appliances. Highly recommended and will definitely be booking this wonderful space again!
Guest favourite
Cottage in Oak Bluffs
4.96 out of 5 average rating, 147 reviews

Beautiful clean walk to Town, Inkwell and harbor!

JoanneRating, 5 stars2 months ago
This is our third visit to one of Brian’s properties in Oak Bluffs. The accommodations are always pristine, and are exactly as described. We love the easy walk to Tony’s, and how easy it is to walk to Circuit Ave. I always feel safe in this location, and the parking is extremely easy. I am looking forward to renting from him again, as I know exactly what I am getting-great communication, and comfortable surroundings.
Guest favourite
Cottage in Chatham
4.94 out of 5 average rating, 163 reviews

Cape Cod Classic Cottage Near Forest Beach

DrewRating, 5 stars3 months ago
I had a very enjoyable late November stay at Meaghan's place with my daughter, grandson and dog. Her cottage is very comfortable and in great shape. The kitchen is very well-equipped and everything works well. There is a small, lovely conservation area right at the end of her street and the beach is within easy walking distance. Meaghan's communication before and during our stay was great. One thing to note: the bedrooms are two steps down from the living room level. This was not an issue for us but someone who has trouble with steps or who has a toddler along should be aware.
Guest favourite
Cottage in Plymouth
4.95 out of 5 average rating, 107 reviews

Coastal Cottage — 7 min walk to private beach

IrisRating, 5 stars1 month ago
Our family of 4 humans (2 adults, 2 kids) and one canine enjoyed a cozy long Winter weekend here. We were in town visiting friends and the accommodation was just the right size landing pad for our group. Decor was charming and sparkling clean, beds were comfy and the location was very convenient to a beautiful private beach where we were able to walk our dog. The fenced yard was also much appreciated by the dog. We were all very comfortable and happy. Thank you!
Guest favourite
Cottage in East Orleans
4.89 out of 5 average rating, 57 reviews

Escape to this Peaceful Cottage near Nauset Beach

KarenRating, 5 stars4 months ago
We had a wonderful stay. It was very comfortable and made me feel like I was at home. Cindy was very responsive to any questions or concerns that I needed answered. Her property was convenient to the downtown area of Orleans. I have no reservations about returning to her property again for a vacation.
Superhost
Cottage in Yarmouth
4.85 out of 5 average rating, 79 reviews

Summer Cottage Close to Beach! - Dog Friendly

LeonaRating, 5 stars3 months ago
Spent the month of November at this home, enjoying the peace and quiet of the off-season, as many attractions close during this time. Less than a mile walk through the neighborhood to Smugglers Beach! The home is centrally located for exploring the entire cape (about an hour to P-town on one end and Falmouth on the other). Hyannis with its big box stores was 10 minutes away when we needed supplies we couldn't find in Yarmouth. We also drove up to Hingham and took the Ferry into Boston, avoiding the city traffic. The house was so cozy and very cared for by Sakie and Jeff! The couches and beds were comfy. The kitchen had everything we needed. We used the fireplace most evenings. The wifi was excellent for remote work. It was too cold to enjoy the backyard, but so nice that it was fenced in for our dog. Sakie and Jeff were the perfect hosts, checking in to ensure we were okay and quick to answer any questions. We loved our stay here and highly recommend it!
Guest favourite
Cottage in Dennis Port
4.94 out of 5 average rating, 208 reviews

Walk to beach - firepit - fireplace

Sara And JonRating, 5 stars2 months ago
We had a wonderful time here during a very quiet Cape Cod season (December). We walked to the beach which was wonderfully tranquil. Most stores and restaurants were closed in the near vicinity, but there are so many within a short drive that it didn't matter. The house is small and intimate - we had four adults and a dog and it was perfect. Thank you for a wonderful stay!

Private cottage rentals

Guest favourite
Cottage in North Eastham
5 out of 5 average rating, 37 reviews

Cape Cottage Escape

DavidRating, 5 stars4 months ago
My wife and I were delighted to stay at this cozy cottage on Cape Cod. Everything from the charming decor, meticulous landscaping, and irresistible porch swing made us feel like we were staying somewhere special: a place both familiar yet new. We look forward to returning and enjoying this little gem on the Cape again soon!
Superhost
Cottage in Provincetown
5 out of 5 average rating, 11 reviews

Free-standing, spacious modern cottage

JakeRating, 5 stars3 months ago
Very quaint spot, perfect for a quiet getaway with a loved one or another couple. Far enough from town for peace and quiet yet close enough to walk just about everywhere Ptown had to offer. David was very quick to respond no matter the time and wanted the best for his guests. I would recommend!
Guest favourite
Cottage in Plymouth
4.94 out of 5 average rating, 51 reviews

Cozy 2-bedroom Cottage by the Pond

JamieRating, 5 stars4 months ago
Leah responded to my booking request within minutes. This was so important because our previous reservations fell through. This was a last-minute booking and I’m so thankful that I was able to find such a wonderful location. Everything that was in the listing was accurate and we felt right at home after an easy check-in process. I cannot thank Leah and Brandon enough for their willingness to let us rent their beautiful cottage last minute. The home is fully stocked with anything that we may have needed. It was a little chilly, but the space heaters were enough to get us through the chilly nights. My kids and I were able to watch Halloween movies on the TV while gazing at the full moon from the skylight above in the living room. I’m looking forward to going back to Massachusetts in the future. There are so many different things that this town and surrounding towns offer.
Superhost
Cottage in Yarmouth Port
5 out of 5 average rating, 3 reviews

"Wharf Cottage" Idyllic Cape in Yarmouth Port

RachelleRating, 5 stars7 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 Yarmouth
4.96 out of 5 average rating, 72 reviews

Cottage near beach with pool and breakfast

YuliyaRating, 5 stars6 months ago
Excellent stay! Our family of 4 (2 adults, 2 young kids) had a great time here. The cottage is very comfortable and clean. We really enjoyed the pool and breakfast. There’s lots to do in the area, and many great beaches a short drive away. Would definitely stay again!
Guest favourite
Cottage in Provincetown
4.91 out of 5 average rating, 301 reviews

Freestanding Studio Cottage West End

AnayaRating, 5 stars1 month ago
I had an amazing stay at the cottage. We went with relaxation in mind which is why we went during the off season. Though it was a small cottage it did not feel that way with all of the amenities provided.
Guest favourite
Cottage in Provincetown
5 out of 5 average rating, 18 reviews

Serenity Cottage, Whimsical , w/Parking

MarkRating, 5 stars7 months ago
Don was a wonderful host— extremely responsive and helpful with whatever was needed. He takes great care of the property and works hard to make sure everyone has a lovely stay. The cottage is beautiful and spacious with everything you’d need for a week long stay. Centrally located but private with a lovely front deck area to enjoy. It has been our favorite place to stay in Provincetown and would highly recommend it.
Guest favourite
Cottage in North Truro
4.96 out of 5 average rating, 126 reviews

Daisy of Days Cottages - Cottage on the beach

ReneeRating, 5 stars3 months ago
We had another excellent weekend at Daisy! Thanks to Sherry for sharing her beautiful home in the most idyllic spot in the world. Everything at Daisy is as described and the location cannot be beat. Sherry provides excellent accommodations to allow guests to truly get the most out of their stay. Thank you for a wonderful, restful, beautiful weekend!!

Quick stats about cottage rentals in Wellfleet

  • Total rentals

    60 properties

  • Nightly prices starting at

    $130 CAD before taxes and fees

  • Total number of reviews

    2.8K 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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