
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cape Cod Bay guesthouse rentals
Family-friendly guest house rentals

Mermaid Cottage
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!

Osterville Guest House
Truly enjoyed the space. It was right next to a lot of cute local shops. Would recommend!

Marthas Vineyard 1BR Cottage 10 min to beach/town
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)

1 bedroom cottage, walk to First Beach
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!

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

Beautiful Nantucket Summer rental
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!

Light-filled North Truro cottage-Lovely gardens
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.

A peaceful retreat on Cape Cod Bay
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

Private cabin in Wildlife Habitat; near bus route
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.

Private Two bedroom Katama cottage near Edgartown
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!!

Private 1 king bedroom guest house-2021 built
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!

Adorable 1 bedroom guest house with ocean view
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…

Cozy, renovated home in a charming duplex cottage
Easy and responsive. The house was clean and well equipped.

Charming W. Tisbury Studio Guest Cottage
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!

Carriage House - Oyster Pond, Steps to Beach+Town
Great location, loved our stay!

the Elevated Escape
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

Wedding RetreatTrails Golfing BikePath Private Gem
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!

Guest Cottage at Sakonnet Point!
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!

Cape Cod Cottage: Walk to the Beach in Brewster!
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!

Cozy In-Law Apartment
beautiful space. exactly as described and very clean. an excellent host

Quality stay
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.

Vineyard Meadow Artist Studio
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.

Carriage House in Downtown Historic District
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.

Quiet, Pet Friendly, Close to Edgartown and Oak Bl
We had a great stay in the off season. The house was comfortable and clean.
Destinations to explore
- Cape Cod Vacation rentals
- Boston Vacation rentals
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Rentals with pools Cape Cod Bay
- Rentals with a fireplace Cape Cod Bay
- Beachfront rentals Cape Cod Bay
- Rentals with a kayak Cape Cod Bay
- Hotel rentals Cape Cod Bay
- Rentals with a washer and dryer Cape Cod Bay
- Fitness-friendly rentals Cape Cod Bay
- Pet-friendly rentals Cape Cod Bay
- Rentals with a home theater Cape Cod Bay
- Rentals with a patio Cape Cod Bay
- Bungalow rentals Cape Cod Bay
- Rentals with an EV charger Cape Cod Bay
- Rentals with a fire pit Cape Cod Bay
- Bed and breakfasts Cape Cod Bay
- Waterfront rentals Cape Cod Bay
- Rentals with an accessible height toilet Cape Cod Bay
- Cottage rentals Cape Cod Bay
- House rentals Cape Cod Bay
- Boutique hotel rentals Cape Cod Bay
- Rentals with outdoor seating Cape Cod Bay
- Condo rentals Cape Cod Bay
- Tiny house rentals Cape Cod Bay
- Rentals with beach access Cape Cod Bay
- Smoking-friendly rentals Cape Cod Bay
- Private suite rentals Cape Cod Bay
- Rentals with lake access Cape Cod Bay
- Apartment rentals Cape Cod Bay
- Rentals with a hot tub Cape Cod Bay
- Townhouse rentals Cape Cod Bay
- Rentals with breakfast Cape Cod Bay
- Family-friendly rentals Cape Cod Bay
- Kid-friendly rentals Cape Cod Bay
- Guesthouse rentals Massachusetts
- Guesthouse rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Coast Guard Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- South Shore Beach
- Chapin Memorial Beach
- Earle Road Beach
- Corn Hill Beach
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach
- Pilgrim Beach
- Surfside Beach
- Peggotty Beach
- Minot Beach
- Linnell Landing Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes