If you’re looking for a chance to relax and recharge, head to Wellfleet, a charming town on the peninsula of Cape Cod. Besides its coastal beauty, numerous activities await so that you can have fun while enjoying the peaceful vibe of the town. It is bordered by Atlantic Ocean on the east and Cape Cod Bay on the west. Hence, there is no shortage of spectacular beaches in town. Spend hours swimming and sunbathing on Newcomb Hollow Beach or White Crest Beach. You can even try fishing in the bay. If you’re feeling hungry, make sure to try their famous oysters. Explore more of Wellfleet by going to quaint art galleries, bookstores, and flea markets. Looking forward to visiting Wellfleet? Make sure to stay at one of these homey vacation rentals in Wellfleet, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Victorian Dream (from USD 253)
Feel a little regal in this vintage vacation rental! This house offers guests a Victorian ambiance, in sync with the historic charm of Wellfleet. The property comes with three bedrooms that can sleep seven guests, one bathroom, and a half bath with laundry facilities. There are also various corners around the house for you to enjoy a quiet time with a book and a cup of coffee, be it by the fireplace or on the patio. The property’s a short walk from the beach. So, you can enjoy the feeling of sand under your toes anytime.
Aside from its wonderful decor, your stay at this house will be extra safe since the house is equipped with a fire extinguisher, as well as smoke and carbon monoxide detectors. Linens and bath towels are also provided to ensure a comfortable stay.
Top guest reviews
Read more reviewsLocation:
such a cute house in a great location so close to the waterlocation is very convenient to wellfleet attractions and restaurantsapart from this the house is in a great location and is very quaint
2. Woodlands Escape (from USD 225)
Woodlands Escape is a homey property in the northern part of Wellfleet. The house features a loft, two bedrooms, and a basement specifically for kids to sleep and play in.
Aside from its comfy bedrooms, well-equipped kitchen, spacious outdoors, and internet connection, what’s fascinating about this rental is that you get to support local art by booking it. The house is adorned with the previous owner’s artworks which she crafts in a separate studio on the property. Surely, you will get to know Wellfleet a little more through each piece.
Top guest reviews
Amenities & Room:
our trip coincided with a heat wave and the air conditioning was a blessing at nightCleanliness:
the house is lovely very well-maintained clean and tastefully decoratedaccurate listing clean cute good lightHost:
the owners are fantastic and incredibly responsiveRead more reviewsLocation:
great place for breakfast conversations and a resting break anytimeit was close to many excellent bayside and ocean beaches
3. Cozy cottage near beach (from USD 180)
This bright and airy 375-sq. ft. (35-sqm) cottage houses two bedrooms that can comfortably sleep up a small family. Attractions such as Mayo Beach and Indian Neck Beach are within a 1-mi (2-km) radius, so it will be easy for you and your loved ones to explore the town.
If you feel hungry after spending time on the beach and exploring the local attractions, you can prepare wholesome meals in the well-equipped kitchenette and have a scrumptious meal on the picnic table just outside the cottage!
Top guest reviews
Amenities & Room:
comfortable beds n nice couch n open areacottage interior very pleasant and with outdoor porch area picnic table areaon the positive side the cottage is tidy and comfortablewe were comfortable with this but i can understand that some folks want more choices than 10the cottage is small but we were comfortable and had everything we needCleanliness:
and deep clean the upholsteryvery bright and cleanit was very clean bright and near beaches restaurants town centermy wife & i did a full clean when we arrived in light of covidthe cottage is clean bright well-stocked with kitchen supplies and perfectly locatedHost:
overall great stay & the owners were very accessible and super friendlyit feels very safe and friendlyRead more reviewsLocation:
the location is wonderfulit's location is ideal very near wellfleet centercozy cottage close to bayside and wellfleet center attractionsthis spot was enjoyable for its location to towngreat location cute little quintessential cape cottage
4. Secluded house in a beautiful setting (from USD 239)
Although just a five-minute walk from the center of Wellfleet, this peaceful vacation rental is perfect for those who’re looking for an intimate time with their family. The property boasts an enchanting landscape, an expansive lawn, and a ‘secret garden’, making it ideal for a dreamy family vacation. Internet and indoor games are provided to ensure that the kids have entertainment once they’re tired from running outside.
There are only two bedrooms on the second floor, but the TV room on the first floor has a couch that can be transformed into a double bed. When it comes to baths, there are two indoor bathrooms and one outdoor shower. A total of eight guests can stay in this sweet home.
Top guest reviews
Cleanliness:
supremely clean but comfortablethe rooms were beautiful simple but clean and comfortable bedsRead more reviewsHost:
the owners were so pleasant to deal with; cordial and helpfulthe owners were so pleasant to deal with; cordial and helpfulexceptionally well-appointed kitchen caring owners extremely comfortable and inviting wonderful porch overlooking lovely back yard walkable everywhere
5. Recently renovated 19th-century home (from USD 230)
Sleeping up to eight adults, this spacious vacation rental has easy access to several beaches as well as local community centers such as Wellfleet Preservation Hall and Wellfleet Public Library. The property includes a parking space for three vehicles, so don’t fret if you and your company arrive by different cars.
The interiors of this 19th-century home have been newly remodeled to give you the best stay while staying true to its old charm. After taking a tour of Wellfleet, you can binge-watch your favorite series in the living area, but don’t forget to claim your bedroom! There are four bedrooms up for grabs and three baths, one of which has a double sink vanity and a bathtub where you can fully unwind.
Top guest reviews
Amenities & Room:
well appointed kitchen nice furnishings and art throughoutvery nicely updated old house super comfortable for our large groupCleanliness:
the property was well renovated clean and felt like home but also a vacationHost:
rating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulRead more reviewsLocation:
the location is excellentit’s steps to the town center and walking distance to everything including beaches we just love it hereit’s steps away from restaurants and shops and easy access to the beachreviewer comments:this was such a hidden gem the location is amazing- right on the main street but still privatei was very happy with the location
6. Two-bedroom suite with private patio (from USD 199)
This lovely rental is located just a short walk from a secluded kettle pond that very few know about. You can access your suite through a private patio at the rear of the home. The hosts live on the premises, but your privacy and comfort are guaranteed.
Four guests staying at the rental will have access to a full bathroom, cable TV, mini fridge, electric kettle, and more. The hosts are also readily available to attend to your questions or needs. Need beach umbrellas or itinerary recommendations? Who better to ask than locals who have lived in the area for more than 30 years?
Top guest reviews
Cleanliness:
this property is spotless comfortable and decorated perfectly for a relaxing stay with positive energyaccommodations are lovely: very clean with quality mattresses and beddingHost:
owners provided excellent local restaurant and activities liststhe hosts are accommodating friendly helpful and unobtrusivetons of recommendations and extremely helpfulRead more reviewsLocation:
beautiful national park near bygreat cape location and awesome near by ice cream/ restaurantsthe location is excellent and easy to findgreat spot close to wellfleet in a quiet residential neighborhood
7. Picturesque cottage from the 1840s (from USD 115)
Wake up in this lovely cottage from the 1840s. The cottage has a white exterior and a warm-hued interior. The property features two bedrooms that can sleep a total of four guests, a bathroom, and a kitchen that leads to the dining area.
What’s best about this property? It is an Xplorie partner, meaning you get free equipment rentals and free admission to select local attractions and activities. Book this cottage for a complete vacation experience!
Top guest reviews
Amenities & Room:
nice converted sleeping porch and comfortable main bedroomRead more reviewsLocation:
upstairs bedroom stairs do require some flexibility (or shorter adults)easy walk to town and nearby harbor
8. Homey cedar cottage near a pond (from USD 195)
With two bedrooms and a loft bed, this peaceful cedar cottage can sleep up to six guests. You can easily enjoy a retreat with your loved ones as the property is surrounded by magnificent trees. There is a lush boardwalk just in front of the cottage where you can pass leisure time while admiring the community pond. There’s an opportunity for you to meet new people as well since there are more rental units around the pond!
Top guest reviews
Amenities & Room:
very comfortable featuring many thoughtful amenitiescottage is far more adorable and comfortable then the photos reflectwifi easily supported two people working at the same timewe loved eating at the picnic table on the back patio - beautiful and relaxingthe cottage was clean the wifi worked well and the kitchen was well stocked with toolsCleanliness:
everything was super clean cozy conveniently locatedthis home was super clean spacious and easy to findthe cottage is very clean and the linens are freshit was super clean well-stocked and in a great locationour weekend stay was excellent the home was clean neat and so very comfortableHost:
sarah and christian were excellent hostssarah and christian were excellent hosts and communicated often and quickly with ushost was extremely communicative and helpfulnice home convenient launch point for things to do communicative hostswould highly recommend this airbnb hosts are great and communicated everything clearlyRead more reviewsLocation:
wonderful house in a beautiful locationthe location is fantastic as wella beautiful wooden cabin in a really great locationbeautiful place very baby friendly near the woods and near the highway and near everythingvery cute and cozy place to stay
9. Beachfront bungalow for families (from USD 275)
Book this self-check-in bungalow if you enjoy falling asleep to the sound of waves. This property is well maintained and is equipped with everything you’ll need for a pleasant stay - from quality kitchen appliances to extra pillows and blankets. It can sleep up to four guests, but you can rent a second cottage if your family has more members.
Don’t forget to enjoy a barbeque with your folks or have a lovely family time by the firepit in the backyard!
Top guest reviews
Amenities & Room:
the beds are most comfortable the cottage is immaculate and there is a beautiful outdoor spacewe made good use of the grill and picnic table to enjoy the beautiful weatherthis cottage is sweet cozy and so well-maintainedthe cottage is cozy but she has thought of everything and makes good use of the spacerosemary’s cottage is cute cozy and well stockedCleanliness:
clean well appointed great spotthe house is clean and well equipped for a cozy romantic getawaywonderful cozy clean and comfortable with a great locationthe cottage is so clean comfortable and cozy and is outfitted with anything you might needthe cottage was impeccably clean well equipped and in a great location on the capeHost:
wonderfully attentive hostperfect getaway with great hostrosemary is a exceptionally wonderful hostrosemary is a wonderful host who makes everything easyrosemary is a very thoughtful hostRead more reviewsLocation:
ideal location (literally across the street from mayo beach)there are also 3 great restaurants within walking distance of the houseit has everything you need and is super close to the beachlocation right across from a lovely beach can't be beatnice cottage on a beautiful bay walking distance from town lovely garden
10. Sweet hideaway for couples (from USD 169)
Tucked behind a historic house, this sweet and snug property is perfect for couples or small families who need relaxation. Keep in mind that for bookings of three to four people, there’s an extra charge of 12 USD per person per night for extra towels and linens.
Even with more people, you’ll still have an abundance of space in this home! The screened porch and the private backyard provide perfect spots for taking a break and soaking in the serene greenery of the surroundings.
Top guest reviews
Amenities & Room:
the bed was so comfortable and the porch and outdoor space were lovelyit's as nice as if not nicer than the listing shows and the bed is extremely comfortableCleanliness:
everything was clean and the bed comfortablegreat space clean up to date and comfortableclean and so many thoughtful touches: quality of dishes/silverware beach chairs tissues spices and linensthis place is awesome super cleanlovely all around great hosts super clean easy and quick communication loved itHost:
david and betsy are wonderful and kindresponsive and friendly hostsdavid and betsy are kind thoughtful and considerate hostsvery communicative hosts with great tips on local spotsdavid betsy were great hosts they were great with communicating before check in as wellRead more reviewsLocation:
located in wellfleet ma this location is idealcute little cottage close to downtown wellfleetgreat location in wellfleeteasy walk to downtown areavery cute place and you can’t beat the location
Prioritize wellness in Wellfleet
With its array of spectacular beaches, sweet local scenes, and delectable shellfish offerings, Wellfleet will surely have you looking forward to ticking off another box on your bucket list. Make sure to book one of these vacation rentals, so you can fully recharge after a long day and prepare for the next day’s adventure.
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