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 August 20, 2024.
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1. Victorian Dream (from USD 246)
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.
2. Woodlands Escape (from USD 343)
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.
3. Cozy cottage near beach (from USD 240)
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!
4. Secluded house in a beautiful setting (from USD 385)
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.
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.
6. Two-bedroom suite with private patio (from USD 399)
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?
7. Picturesque cottage from the 1840s (from USD 254)
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!
8. Homey cedar cottage near a pond (from USD 299)
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!
Superhost
9. Beachfront bungalow for families (from USD 1027)
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!
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.
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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