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Guesthouse vacation rentals in Cape Cod Bay

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Cape Cod Bay guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A dining area is presented with a rustic wooden table, set for a meal. Four dark chairs surround the table, and a vase of white flowers adds a touch of decor. The adjacent living area features a comfortable sofa, flanked by windows allowing natural light.
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 90 reviews

Mermaid Cottage

AngelaRating, 5 stars2 weeks ago
What a perfect, cozy space to spend our long weekend on Martha’s Vineyard! This place is better than the pictures. Beautifully decorated, well stocked, comfortable bed, so quaint, and peaceful location. This is an easy drive to all towns on the island. It comfortably fit two adults and our infant. We would hands down return!
Guest favorite
A spacious backyard is visible, featuring a wooden deck attached to a charming guesthouse. Lush green grass surrounds the area, complemented by trees that provide shade. The exterior of the guesthouse displays light-colored siding and a brick chimney, enhancing the natural setting.
Guesthouse in Barnstable
4.9 out of 5 average rating, 59 reviews

Osterville Guest House

MonicaRating, 5 stars6 months ago
Truly enjoyed the space. It was right next to a lot of cute local shops. Would recommend!
Guest favorite
Guesthouse in Edgartown
4.74 out of 5 average rating, 47 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

CarolRating, 5 stars7 months ago
Exactly as pictured! Had a wonderful week and can’t say enough about the magical outdoor shower. Enjoyed having my dog with me and convenience of walk to beach location. We walked into Edgartown every morning- using bike path. Lovely way to start the day. Would absolutely book again (and again)
Superhost
The exterior of the cottage is presented, featuring a green shingled facade and a well-maintained yard. A wooden picnic table and two chairs are positioned on gravel, while a nearby grill and a storage shed are also visible. Lush plants surround the area.
Guesthouse in Middletown
4.92 out of 5 average rating, 12 reviews

1 bedroom cottage, walk to First Beach

JeanRating, 5 stars11 months ago
it is the most adorable little cottage! cutely decorated. perfect for the 2 of us! plenty of room. peaceful and quiet great location . easy walk to the beach. had everything we needed. will definitely keep this airbnb on file to rent again! thanks, lauren!
Superhost
Guesthouse in Boston
4.88 out of 5 average rating, 60 reviews

Airy new apt for 2-6. Near subway. Free parking.

LisaRating, 5 stars1 day ago
Woody was an excellent host! Very communicative from the start - no surprises! He prepared a comprehensive info package about the property and surrounding area as well as personal recommendations. While the property was an addition to their home, it was quiet and private. The unit was very comfortable, well-appointed and spotless. The vaulted ceilings with skylights and numerous lg windows (w/blinds) allowed for lots of natural light during the day but privacy at night. Off-street parking and close proximity to public transportation was a huge plus! The neighborhood was extremely vibrant and diverse. There were always teens, couples and families walking about. The "main" street had fun quirky shops and a plethora of dining options (Seafood, Mexican, Thai-Vietnamese, American bistro, pizza, tavern/pub, 2 bakeries and and an AWESOME ice cream shop/breakfast cafe) at all price points. While we were there primarily to see Boston, Jamaica Plain turned out to be the real jewel!
Top guest favorite
A cozy sleeping area features a twin bed with a navy blue comforter and decorative pillow. A blue nightstand stands nearby, while a textured rug covers the warm wooden floor. The space is illuminated by natural light, creating a serene atmosphere.
Guesthouse in Nantucket
4.99 out of 5 average rating, 79 reviews

Beautiful Nantucket Summer rental

TracyRating, 5 stars7 months ago
Nadia’s home was the perfect setting for a 5 -star girls’ weekend on Nantucket! The outdoor shower was wonderful, the furniture was comfortable, and the home was cute and quintessentially Nantucket. There were beach umbrellas for shade, chairs to use for watching sunsets, and a small cooler to carry our chilled wine. The Wave stop was a 5 minute walk where we often spotted deer and rabbits as we walked to the shuttle. Finally, Nadia was a kind and responsive host. We found our Nantucket getaway spot and hope to be back soon!
Top guest favorite
Guesthouse in North Truro
4.97 out of 5 average rating, 149 reviews

Light-filled North Truro cottage-Lovely gardens

LaurenRating, 5 stars2 weeks ago
If you’re looking for a sublime, relaxing getaway, go to Erica’s cottage. Inside, it’s pretty, livable, with everything you need. Great sunlight. Wake up to a view of the woods. Beaches for long walks nearby, the local market across the street is amazing. Birds are up to their early spring singing. We were there off season and it was a perfect spot. Plus, Erica is fantastic. Just can’t do better than Thrasher cottage.
Superhost
A serene beach scene is captured at sunset, displaying gentle waves lapping at the shore. The sky transitions through warm colors of orange, pink, and soft purple, while the calm water reflects these hues, enhancing the peaceful ambiance of the coastline.
Guesthouse in Plymouth
4.79 out of 5 average rating, 212 reviews

A peaceful retreat on Cape Cod Bay

EllenRating, 5 stars1 month ago
Very clean and comfortable, easy to access, and quiet. I would have preferred a small table in place of the loveseat, but that is just a preference, not a criticism. If we had been there during warmer weather, I would certainly have spent time at the table outside. It was a good location for our little dog as well. He enjoyed walking over to the beach and meeting some of the neighborhood dogs. The beach is accessible by a rather long staircase, which we felt uneasy about due to mobility issues. We did enjoy sitting on the benches above and just looking at and listening to the ocean. There are plenty of good restaurants nearby providing a wide variety of foods, as well as a grocery store. Perfect for our short stay, as cooking options were limited. Overall a very comfortable stay, good communication with the hosts, and I highly recommend!

Guest house rentals with a patio

Guest favorite
A brick patio is depicted, featuring a lounge chair and a small dining area with outdoor seating. A gas grill is visible, providing space for outdoor cooking. Surrounding greenery and trees create a natural, shaded ambiance, enhancing the outdoor experience.
Guesthouse in Edgartown
4.93 out of 5 average rating, 15 reviews

Private cabin in Wildlife Habitat; near bus route

ArthurRating, 5 stars8 months ago
As long as you don't mind having only an outdoor shower,which I didn't since the weather was beautiful, Judys place is a nice quiet cozy nook surrounded by lovely well kept grounds. Total privacy. Judy was a very attentive host, allways checking in via emailand offering to go beyond what I expected.
Top guest favorite
A private deck is framed by lush greenery, featuring two wicker chairs and a small table. The entrance is marked by glass doors that open to the cottage, with light filtering through the surrounding foliage.
Guesthouse in Edgartown
4.96 out of 5 average rating, 28 reviews

Private Two bedroom Katama cottage near Edgartown

IlonaRating, 5 stars7 months ago
Great stay! Location was very good, central to everything but very private at the same time. Very nice host and really appreciated the goodies from Morning Glory Farm. Thank you!!
Guest favorite
The exterior of a newly constructed barn-style carriage house is shown, featuring a wooden deck with a railing. A single entrance door is located in the center, flanked by plants. The structure is surrounded by green lawns and trees, offering a tranquil setting.
Guesthouse in Sandwich
4.97 out of 5 average rating, 63 reviews

Private 1 king bedroom guest house-2021 built

ArtRating, 5 stars8 months ago
Most comfortable bed ever! The setting was beautiful, lush, green and relaxing. A perfect rejuvenation point for a busy Cape Cod sightseeing stay. The accommodations were well appointed. A great night sleep on a comfortable bed was a bonus!
Top guest favorite
The exterior of a coastal cottage is displayed, featuring light-colored shingle siding and a welcoming white deck with railings. Sunlight reflects off the front, creating a bright atmosphere. The landscape includes grass and decorative stone accents, with a glimpse of the water visible in the background.
Guesthouse in Marshfield
4.98 out of 5 average rating, 81 reviews

Adorable 1 bedroom guest house with ocean view

DebRating, 5 stars5 months ago
2nd visit to this wonderful ocean front cottage. Sounds of the waves lulled us to sleep. Perfect place for a respite and recharge. Thanks so much! We will be back…
Top guest favorite
The exterior of a charming duplex features a pathway lined with colorful shrubs and plants. A welcoming front porch leads to light-colored siding, with a blue door providing a pop of color. Adjacent to the entrance, a wooden trellis adds character to the outdoor space.
Guesthouse in Yarmouth
5 out of 5 average rating, 39 reviews

Cozy, renovated home in a charming duplex cottage

BarbaraRating, 5 stars5 months ago
Easy and responsive. The house was clean and well equipped.
Guest favorite
A rustic studio cottage is presented with a sloped roof and blue siding. A wooden deck leads to the entrance, flanked by a garden with flower beds. A grill is visible on the deck, and a stone pathway meanders through the green yard.
Guesthouse in West Tisbury
5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

StephenRating, 5 stars6 months ago
This cottage was perfect me, my wife, and our dog! We like the quieter side of Martha’s Vineyard and we found it here. You feel like you’re tucked away, but it’s easy to get to, and you are still within walking distance to a wonderful restaurant, and a short drive to anything else you need. You can get to the most beautiful beaches in just a few minutes. I am so appreciative that Adam was an extremely helpful host and very easy to communicate with. Would love to stay here again!
Guest favorite
A spacious bedroom features a large bed adorned with decorative pillows and a textured blanket. Light green walls create a soft backdrop, while a bedside table with a lamp complements the overall decor. Closet doors provide convenient storage options.
Guesthouse in Chatham
4.96 out of 5 average rating, 24 reviews

Carriage House - Oyster Pond, Steps to Beach+Town

Kevin D.Rating, 5 stars7 months ago
Great location, loved our stay!
Top guest favorite
Guesthouse in Sandwich
5 out of 5 average rating, 15 reviews

the Elevated Escape

AnthonyRating, 5 stars7 months ago
Allison is a dream host. We stayed at the cottage for our engagement and proposal trip and couldn’t have picked a more perfect place for it. Allison created a magical Cape Cod experience full of beautiful details including fresh flowers, relaxing hammock, chill breakfast deck, whimsical treehouse, soft bedding and wonderful kitchen with views of nature. Everything is designed with fine taste and genuine care. Line of sights flow elegantly and framed beautiful views throughout the space. She left us handwritten notes and generously prepared the space for our engagement photoshoot. We had such a peaceful and romantic time at the cottage that it felt like a sweet home away from home. We left with lots of happy memories and inspirations. Thank you Allison. We truly loved the space and would come back again in a heartbeat!

Guest house rentals with a washer and dryer

Top guest favorite
A wooden spiral staircase leads to a loft area, anchored by light blue supports. Potted plants are placed on the landing and along the staircase, adding greenery to the space. Soft natural light filters in from nearby windows, enhancing the airy atmosphere.
Guesthouse in Edgartown
5 out of 5 average rating, 15 reviews

Wedding RetreatTrails Golfing BikePath Private Gem

PeggyRating, 5 stars4 days ago
Close to hike/bike path & easy to drive to other locations on island. Very clean! Firm foam mattress if you like that. Nice touches like soda water & chips & chocolate— sweet!
Top guest favorite
The guest cottage features a two-story design with a light-colored exterior and a covered porch. Lush greenery surrounds the property, including flowering shrubs. A pathway lined with stepping stones leads through the well-maintained yard, creating a welcoming entrance to the cottage.
Guesthouse in Little Compton
5 out of 5 average rating, 17 reviews

Guest Cottage at Sakonnet Point!

LezaRating, 5 stars2 months ago
The Guest Cottage exceeded our expectations! What a stunning location! The place was so bright and cheerful and the windows made it feel so much bigger than it was. The kitchen is very well equipt, the beds were comfortable, and the entire apartment was immaculate. It is truly an oasis. I highly recommend staying here!
Guest favorite
The spacious bedroom features a queen size bed adorned with crisp linens. A large window and a skylight offer natural light, complementing the light wood flooring. Comfortable seating is provided with an armchair and a small side table. A plush area rug adds warmth to the space.
Guesthouse in Brewster
4.94 out of 5 average rating, 82 reviews

Cape Cod Cottage: Walk to the Beach in Brewster!

AudreyRating, 5 stars1 month ago
My daughter and I enjoyed our stay at Jean's charming cottage. Brewster was a great home base for a weekend on the Cape, we particularly enjoyed being able to walk to the beach. We found the cottage spotless and just as lovely as it appears online. The beds were very comfortable, and we both enjoyed the skylights while falling asleep and waking up. Jean was enthusiastic and quick to respond when we had a few questions. I do suggest you take note of the layout of beds/seating upstairs to be sure it works for your needs. We highly recommend Jean's cottage and would be very happy to stay there again in the future!
Top guest favorite
The kitchen features modern white cabinetry, stainless steel appliances, and a well-organized countertop. A dining table is set with tableware, and natural light enters through the window, illuminating the space. The adjacent area includes a doorway leading to a dining space with black chairs.
Guesthouse in Abington
5 out of 5 average rating, 106 reviews

Cozy In-Law Apartment

paulRating, 5 stars1 week ago
beautiful space. exactly as described and very clean. an excellent host
Guest favorite
The cottage features a charming exterior with gray shingle siding and a wooden garage door. A gravel driveway leads to the entrance, framed by well-maintained grass and shrubs. Lounge chairs and outdoor seating are visible in the patio area, surrounded by lush greenery.
Guesthouse in Nantucket
4.99 out of 5 average rating, 94 reviews

Quality stay

KathieRating, 5 stars7 months ago
This is an ideal spot, centrally located. It felt as though every destination, from downtown to Skonset, was 7 minutes away. The home is quiet, comfortable, spacious. The hosts are 100 % responsive. There is a lovely sitting area outside, to catch your breath after touring the island, prior to your next adventure.
Guest favorite
A spacious artist's studio is illuminated by natural light from multiple skylights and windows. The layout includes a comfortable king bed and a work area with tables and chairs, creating an inviting space for creativity. Warm wood accents complement the bright, airy atmosphere.
Guesthouse in West Tisbury
4.96 out of 5 average rating, 67 reviews

Vineyard Meadow Artist Studio

RinaRating, 5 stars3 weeks ago
Carlo's place was centrally located on the Vineyard, just a short drive from the various towns! The house is located on the edge of a wild life refuge, and is a beautiful, two mile walk from the beach. The apartment itself is comfortable and has all the essentials.
Guest favorite
A grassy area features a stone wall bordering a sandy beach along the water. A bench is visible, and a tree provides shade. The expansive sky is filled with clouds, while a distant pier can be seen on the water, indicating a serene outdoor space.
Guesthouse in Bristol
4.93 out of 5 average rating, 149 reviews

Carriage House in Downtown Historic District

GlenRating, 5 stars1 day ago
Sally was very friendly, extremely accommodating and a great communicator. The location was perfect for easily walking to many excellent restaurants, right in the historic district, and very close to the start of the East Bay Bike Path.
Superhost
A wooden gate opens to a private outdoor space, surrounded by tall trees and a stone-paved patio. The gate is constructed from matching wood to the house, blending seamlessly with the natural environment.
Guesthouse in Edgartown
4.96 out of 5 average rating, 52 reviews

Quiet, Pet Friendly, Close to Edgartown and Oak Bl

MatthewRating, 5 stars3 months ago
We had a great stay in the off season. The house was comfortable and clean.

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