
Guesthouse vacation rentals in Cape Cod Bay
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Cape Cod Bay
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Modern Fireplaced Carriage House with Beach Permit
Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

Nautical loft guest house with hot tub and sauna
Keep it simple at this peaceful and centrally-located space. Walking distance to several downtown shops and restaurants, and only one mile from the beach, this loft boasts skylights, cedar hot tub and sauna, outdoor shower and full kitchen. If you are traveling through Sandwich, this loft is a must-see. We recommend this space for two people. While you can technically fit 4, it is quite crowded. If you plan to use the hot tub or sauna, please let us know in advance so we can set it up for you.

Charming Antique Cape Cod Cottage
Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!

Charming Pond-Front Boathouse
Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.

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.

4-Season Guest House on Historic Chilmark Estate
Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Adorable 1 bedroom guest house with ocean view
Take it easy at this unique and tranquil getaway with an amazing ocean view. Enjoy the oversized deck for sunning, and grilling. 1 Queen bedroom and a pull out sleeper sofa in the family room with TV and WiFi. Kitchen includes basic appliances: mini-fridge, microwave, Keurig, toaster, toaster oven, air fryer, and portable cooktop. Amenities include use of sand volleyball court, linens and towels, window A/C, water toys, and 1 parking spot.

Relaxing Cottage in Centerville Village
Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

“The Pink Cottage” in Historic South Yarmouth
“The Pink Cottage” is a charming one-bedroom private building nestled into a beautiful historic property in South Yarmouth. Enter through the pergola patio, enjoy a spacious living space with dining and kitchen area. The one-bedroom with large closet is comfortably outfitted with all linen necessities, full bath with stand-up shower. Outdoor shower just off the patio, grill and more! Very quiet and private.

Cozy In-Law Apartment
Spacious and private entire one bedroom apartment in a quiet residential neighborhood and just minutes to Route 3 and Route 24. Heart of the South Shore with train access to Boston & landmarks! Close to historic & famous spots! Located right in between the big city & Cape Cod!

Light-filled North Truro cottage-Lovely gardens
Open and airy cottage with lots of attention to detail. Peaceful setting, clean and comfortable. Beautiful view of undeveloped hillside from all three rooms. Quick walk to beach. Set back from the road, nestled amongst gardens for a private feel.
Popular amenities for Cape Cod Bay guesthouse rentals
Family-friendly guest house rentals

2 Bedroom Guesthouse in Cohasset

1-Bedroom seasonal cottage near National Seashore

Charming Private House all points Cape Cod!

Adorable 1-bed guest house, walk to beach

Your home in Boston

The Swift's Nest

The Genkan • Scituate's Cozy Harbor Guesthouse

Lovely beach house awaits you
Guest house rentals with a patio

Private 1 king bedroom guest house-2021 built

Waterfront Cottage / Your Cape Escape

Carriage House - Oyster Pond, Steps to Beach+Town

Claw Foot Tub & King Bed at Club Tanuki Cottage

the Elevated Escape

Lovely Lakeside Cottage

Martha’s Vineyard Cottage - A Glamping Experience!

Cape Thyme Cottage
Guest house rentals with a washer and dryer

Cape Cod Cottage: Walk to the Beach in Brewster!

Osterville Guest House

Vineyard Meadow Artist Studio

The Little House

Country Cottage in the City

Sweet Vineyard Haven Cottage

Lovely 1 Bedroom Guest House. Downtown Cohasset

Cape Cod beach inspired “Makondo” Suit Apartment!
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