
Vacation rentals with breakfast in Chatham
Find and book unique accommodations with breakfast on Airbnb
Quick stats about vacation rentals with breakfast included in Chatham

Total vacation rentals
Explore 20 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at $141 CAD per night before taxes and fees

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Over 2,090 verified reviews to help you choose

Wifi availability
20 of Chatham vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chatham rentals

4.7 Average rating
Chatham stays receive an average rating of 4.7 out of 5 from guests
Top-rated accommodations with breakfast in Chatham
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

Centrally located 3 Bedroom w Large Deck private
This charming Cape-style ranch is perfectly situated close to popular Cape Cod attractions. It features 3 bedrooms—two with queen beds and one with twins. Recently renovated, the home boasts a modern kitchen with granite countertops. Central air conditioning ensures comfort during warm, humid nights. Nestled in a quiet, friendly neighborhood, it offers easy access to all the Cape’s highlights. Enjoy meals outdoors on the spacious deck with a large eating area—ideal for relaxing and entertaining.

Recently Renovated w/ AC & Pet Friendly!
Enjoy historic charm and modern amenities in this recently updated 1840 Cape home located on Old Kings Highway, less than a mile from Barnstable Village & harbor. This pet-friendly home sleeps up to 8 guests with 3 full bathrooms and an outdoor shower. Enjoy a cup of coffee from your upstairs deck overlooking a secluded fenced back yard. Centrally located, near shopping, beaches, walking trails, and with easy access to the Mid-Cape highway - our home is your perfect family vacation destination!

Cape Diem| 1.5M to Craigville Beach| 4 Beds,2 Bath
Coastal Retreat in West Hyannisport– Relax & Unwind! Escape to Cape Diem, a beautifully renovated home just minutes from Craigville & Covell’s Beach! Brand new furniture in all rooms and outside, a full kitchen, and game/media room. Outside, enjoy a spacious fenced-in backyard with pergola, grill, & fire pit—perfect for laid-back evenings. Close to Melody Tent & Hyannis Main Street, you’ll have easy access to charming shops, restaurants, and entertainment. Experience Cape Time at its finest!

Claw Foot Tub & King Bed at Club Tanuki Cottage
Glorious gardens and bay breezes! King-sized Casper bed in romantic antique Cape Cod studio cottage with private entrance & patio, in-room double-slipper claw foot tub, luxe bath amenities, Brooklinen sheets. Just renovated soup-to-nuts! Marble & antique wooden floors, decorated with rotating collection of antiques, original local art & great light. Nestled along historic route 6A (Main Street) near other galleries, museums, walking trails, ponds and beaches; 90 seconds to closest beach.

Sheep Pond Get-Away
The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

East Chop Cottage - walk to lighthouse & beach!
This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

5 Rm 1684 Historic Nathaniel Church House downtown
Go back in time and relax at this unique and tranquil getaway in one of the oldest historic homes in the United States. Built in 1684, the landmark Nathaniel Church House is nestled between 3 museums, is a short walk to the Mayflower in the harbor & all restaurants and sites. This beautifully appointed 3BR suite has, 3 full baths, living room, kitchenette, dining area, sitting room, garden, patios w/seating, gas grill and brook, mill & pond views. It is a one-of-a-kind place to stay.

A little bit of "heaven" in Dennis
Quiet and relaxing oasis -Enjoy your stay in this bright newly remodeled studio with updated WiFi extender and plenty of natural lighting. This inviting space is centrally located in a lovely neighborhood with free parking. Enjoy the private backyard patio, outdoor shower and nearby walking path, as well as easy access to shopping and restaurants just minutes away. Best of all, relax at some of the most beautiful north side beaches that the Cape has to offer less than 5 miles away!

New Seabury French Chateau Inspired
You will love this bright, sunny, safe, quiet and fully fenced New Seabury home for home away getaway and relaxation. Split floor plan with master bedroom and bath on one side of the home, while there are two other bedrooms which share a bath on the other side. All bedrooms are large enough to accommodate family of 10! Additional living space in the loft as well as a bedroom and bath in the basement. Less than a mile away from the beach, lots of beautiful trails and more!

Cottage at the Escape Inn
Guests will have a special experience as this cottage provides a fireplace. Featuring a private entrance, this air-conditioned cottage is consisted of 1 living room, 2 separate bedrooms and 1 bathroom with a bath and a shower. The well-equipped kitchen features a stovetop, a refrigerator, a dishwasher and kitchenware. The spacious chalet offers a tea and coffee maker, a seating area, a wardrobe, a sofa, as well as a flat-screen TV with cable channels. The unit offers 3 beds.

West Chop Cottage + Beach Access
Sweet, rustic, and tiny - yet comfortable with all the amenities - the cottage is a short walk to the town center, lighthouse, landmarks, and lovely harbor beaches on desirable West Chop. The private yard with harbor view allows for sunbathing and stargazing, lounging and lawn games, grilling and campfires. With access to spectacular private association ocean beach, Hancock Beach, on the island's south shore in Chilmark, this rental offers a complete Vineyard experience.

Cape EsCape:2 Rm Private Suite, EZ walk to beaches
Magical ALL year ‘round. location, Location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches, hiking trails, live theater, everywhere. Separate private entrance. A/C. Queen bed. Outside space with picnic table, chairs, & hammock. Beach chairs provided. W/in 5 min walking distance of bakeries, mini-golf, restaurants, shopping, bike trail, kayaking, & more.
Popular amenities for Chatham accommodations with breakfast
House rentals with breakfast

Lakefront Chatham Home w kayaks. 5 Min to beach!

4BR Home with Pool (in summer) & Hot tub

Stunningly renovated 4Bed/3Bath Ocean Front home!

Ebb Tide~Dog Frndly/3bd 2bth/Walk to Water

Best little house in Chatham!

Knotical Cottage newly renovated, Dogs welcomed

Minutes to bayside beaches!

Vineyard Haven Family Beach, Fire Pit & Garden Vie
Apartment rentals with breakfast

Beach Walk to Dennis Port beach/restaurants/Bars

Beautiful private spacious apartment

Carriage House Studio: pet-friendly near village!

Peaceful spot near amazing beaches and seafood!
Bed and breakfast rentals with breakfast

Tina's Culdesac B&B Sleeps 4 w/ Breakfast

#5 Location location location, pool& private rooms

“AT HYDRANGEA FARM” Bed and Breakfast

Nantucket House of Chatham - Chatham Room

North Falmouth Suite 'downstairs suite'

Outer Cape Escape 1 BR B&B INCLUDES BREAKFAST

Secret Garden Suite with full breakfast

Spacious 1850s rustic meets modern walkout studio
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- New Silver Beach
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