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Places to stay near Cahoon Hollow Beach

Book unique vacation rentals, homes, and more on Airbnb

Top-rated vacation rentals near Cahoon Hollow Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Tiny home in Wellfleet
4.98 out of 5 average rating, 368 reviews

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Top guest favorite
A charming outdoor deck area features a large picnic table surrounded by lush greenery and colorful flower beds. Two comfortable chairs are positioned nearby, with an umbrella providing shade. The sunny, serene setting is complemented by a clear blue sky in the background.
Cottage in Wellfleet
5 out of 5 average rating, 112 reviews

Large Sunny Deck, Harbor View, Walk to Town.

Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

Top guest favorite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 235 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Top guest favorite
The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.
Home in Wellfleet
4.91 out of 5 average rating, 203 reviews

Wellfleet Woods Escape

Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

Guest favorite
A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.
Guesthouse in Wellfleet
4.97 out of 5 average rating, 197 reviews

Abundant Blessings Cottage-Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Top guest favorite
A ranch-style home is nestled among tall trees, featuring a sloped roof and wood shingle siding. A small front porch is positioned beside the entrance, with a pathway leading to the door. Air conditioning unit is visible on the side of the house.
Home in Wellfleet
4.93 out of 5 average rating, 100 reviews

Chequessett "Hide-Away"

Chequessett Neck area - Contact owner for more reasonable than published off-season long term (more than 14 days) rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath ranch style home. Outdoor shower, and private deck. Interior steps to Washer and dryer located in garage below. Highchair availabe on request. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Great Island, Duck Harbor.

Guest favorite
An outdoor deck extends over panoramic views of the waterfront, featuring a dining table with dark wood chairs shaded by a green umbrella. The deck is surrounded by lush greenery and offers ample space for relaxation and dining, enhancing the outdoor experience.
Cottage in Wellfleet
4.9 out of 5 average rating, 177 reviews

Cape Cod Spectacular Waterfront Cottage

Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Top guest favorite
A charming cottage features a welcoming front porch with steps leading to a white railing. The exterior showcases cedar shingles and large windows that invite natural light. Lush greenery surrounds the home, complemented by flowering trees that enhance the peaceful environment.
Home in Wellfleet
4.99 out of 5 average rating, 198 reviews

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's, Uncle Tim’s Bridge, Mac's Shack and Wicked Oyster. This 1925 bungalow is the perfect site for a couple or a family 2 adults/2 young children - NOT 4 adults due to septic. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

Top guest favorite
A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.
Home in Truro
4.91 out of 5 average rating, 276 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Top guest favorite
A charming cottage is nestled on a hillside, surrounded by lush greenery. The exterior features a light wood facade and a welcoming front porch with seating. The landscaped yard is manicured, offering a natural setting that blends harmoniously with the surrounding environment.
Cottage in Wellfleet
4.94 out of 5 average rating, 301 reviews

Hillside Cottage

A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in Dennis
4.86 out of 5 average rating, 594 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Top guest favorite
The exterior of The Huddle Hut features a striking purple facade accented with light green trim. A welcoming entrance is highlighted by a gabled roof and a front porch. Bright floral planters add a touch of color, nestled beneath large windows that invite natural light.
Tiny home in Wellfleet
4.99 out of 5 average rating, 184 reviews

The Huddle Hut—a sweet, neat esCAPE to Wellfleet

The pristine Huddle Hut is nestled in a peaceful, wooded area only a short drive from beaches, restaurants, biking trails and Wellfleet's historic, charming town center. The Huddle Hut is perfect for couples and solo adventurers, only intended for one or two people at anytime: + nestled among trees in a quiet space + standalone building, private deck, outdoor shower + thoughtful, eclectic design + year-round getaway destination

Popular amenities for vacation rentals near Cahoon Hollow Beach