
Vacation rentals in Pleasant Bay
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pleasant Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pleasant Bay vacation rentals
Other great vacation rentals in Pleasant Bay
Guest favorite

Private room in Orleans
4.93 out of 5 average rating, 191 reviewsHillside Cape Getaway
JessicaRating, 5 stars2 weeks ago
We had a wonderful stay at Kim’s. She was very sweet and welcoming. We felt right at home! Definitely recommend staying here when visiting the cape.

Condo in Chatham
4.79 out of 5 average rating, 82 reviewsLavish 1BR | Balcony | Washer/Dryer
Christopher CharlesRating, 5 stars1 week ago
Loved it, beautiful accommodations
Top guest favorite

Private room in Orleans
4.88 out of 5 average rating, 182 reviewsCozy Corner!
LouisRating, 5 stars2 days ago
Couldn't have asked for a better spot. Great for getting to the beach, shops, and exploring the area. Easy to get in and had everything we needed. Margie was super responsive and even let us check in early (we had a wedding to get to). I would come back and stay again, wedding or no wedding. Already planning our next visit.
Guest favorite

Apartment in Chatham
5 out of 5 average rating, 6 reviewsChatham Studio- .5 mile to beach
CarsonRating, 5 stars1 week ago
This was a fantastic place to stay for the week on Cape Cod. Great host, great location, quiet place to stay with plenty to do 10 minutes away from the town, 2 minutes away from a great beach. The place was very clean and had everything we needed for a phenomenal trip.

Apartment in Orleans
4.57 out of 5 average rating, 166 reviewsModern Cape Apartment in Orleans, Private Entrance
JatnielRating, 5 stars1 week ago
My family and I had a great time at Michael’s. Everything was perfect!!
Superhost

Home in Chatham
5 out of 5 average rating, 5 reviews*NEW* Pool. Hot Tub. Game Room. Beach Nearby!
JonRating, 5 stars3 weeks ago
Great house, plenty of areas for everyone to have their own space. college boys loved the games in he house when it was chilly, and also enjoyed outdoors, while parents had plenty of space and peace and quiet when needed. Dinner and watching sports on TV together was also easy, as space is really great. Lucia is as solid of a communicator as any host we've had, she was terrific and helpful. Of course, the Cape and Chatham is a terrific area to visit. Would definitely rent this house again and anything Lucia has.
Guest favorite

Private room in Orleans
4.89 out of 5 average rating, 114 reviewsOrleans Apartment and 12 Forest Way
BillRating, 5 stars10 months ago
Our family loved our stay at Bob’s place. Bob and Joyce were so welcoming, and their space was as promised and more-clean, spacious, quiet, and conveniently located. Our only regret is that we couldn’t stay longer.

Home in Orleans
4.92 out of 5 average rating, 12 reviewsCentral location! Bungalow for 2 + Garden
LindyRating, 5 stars6 days ago
Great little cottage located off a quiet cul de sac off of Main Street. Very cozy and peaceful. Great location and very walkable to a lot of different stores, restaurants etc. Would recommend to anyone looking for a nice getaway!
Destinations to explore
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- 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
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- White Horse Beach
- Oyster Harbors Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Scusset Beach
- Peggotty Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach