
Holiday rentals with breakfast in Chatham
Find and book unique rentals with breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Chatham

Total holiday rentals
Explore 20 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at €96 per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Wifi availability
20 of Chatham holiday 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 rentals 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.

Step Away; A Martha's Vineyard Retreat
Studio apartment addition attached to our family home. Our home is located three miles to downtown Edgartown with bus service & bike path close by. Private entrance, mini fridge, coffee press & accessories, private bath with shower, washer/dryer, bed in a loft area (ladder access only) with queen size sofa bed available below for additional sleeping. This is our family home with two baby boys. We try our best to keep quiet, but it is important to note their presence; rental has a sound machine.

Stunningly renovated 4Bed/3Bath Ocean Front home!
Welcome to our ocean-front Bluff House in Manomet, South Plymouth. This renovated home sits 144 feet above the ocean with stunning views of Cape Cod Bay. It features a large kitchen, open floor plan, two fireplaces, and a spacious deck perfect for family dinners. The main level includes the kitchen, living area, two bedrooms, and a full bath. The lower level has two en-suite bedrooms. The house has upgraded A/C and ceiling fans in all bedrooms. Enjoy beautiful sunrises and parking for six cars.

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!

Lush & Cozy Oceanedge Townhouse
Come stay at our lovely Ocean Edge Resort townhouse! This townhouse has been enjoyed and loved by our family for decades, and we would like for you to come and enjoy it for yourselves. This townhouse is located in Ocean Edge resort within very short walking distance of the Linx Tavern & Golf Club and Arbor Pool. It is also close to the entrance of the resort, which means you have close access to local areas of interest too, such as restaurants and the Cape Code Rail Trail. (A/C not available)

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

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!

Beautiful private spacious apartment
800+ square feet of light and bright apartment. My low priced cleaning fee keeps your total cost down. Enjoy the patio surrounded by trees. You may see our wild turkey visitor or local bunny. Our 2 dogs are friendly and will visit if allowed. That’s up to you! There’s a neighborhood behind the house with basketball courts and walkable residential area. The apartment is newly painted. Queen bed and couch that converts to a full bed. Smart tv and fast wifi. LGBTQ friendly.

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 rentals with breakfast in Chatham
House rentals with breakfast

Walk to Town/Golf Club - Renovated Edgartown Home

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

Edgewater Sanctuary | Fully Off Grid | On The Bay

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

Knotical Cottage newly renovated, Dogs welcomed

Minutes to bayside beaches!

New Seabury French Chateau Inspired

The Hayloft at Beach Plum Inn
Apartment rentals with breakfast

In-law apt. with all the amenities of Home.

Beach Walk to Dennis Port beach/restaurants/Bars

Beautiful private spacious apartment

Peaceful spot near amazing beaches and seafood!

Carriage House Studio: pet-friendly near village!
Bed and breakfast rentals with breakfast

Captain R03 - Small room, Queen bed & Private bath

#5 Location location location, pool& private rooms

“AT HYDRANGEA FARM” Bed and Breakfast

#4 (1 King Bed with Private Bath in room)

North Falmouth Suite 'downstairs suite'

Outer Cape Escape 1 BR B&B INCLUDES BREAKFAST

Sweet stay by the ocean w breakfast (1 of 2 rooms)

Howards End - Room 2-1 (Queen Bed & Private Bath)
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Rentals with a patio Chatham
- Fitness-friendly rentals Chatham
- Rentals with a firepit Chatham
- Waterfront rentals Chatham
- Flat rentals Chatham
- Rentals with a washing machine and dryer Chatham
- Family-friendly rentals Chatham
- Rentals with a kayak Chatham
- Pet-friendly rentals Chatham
- Rentals with beach access Chatham
- Beachfront rentals Chatham
- House rentals Chatham
- Rentals with a fireplace Chatham
- Rentals with outdoor seating Chatham
- Luxury rentals Chatham
- Rentals with pools Chatham
- Rentals with a hot tub Chatham
- Cottage rentals Chatham
- Rentals with lake access Chatham
- Rentals with breakfast Barnstable County
- Rentals with breakfast Massachusetts
- Rentals with breakfast United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Pinehills Golf Club
- New Silver Beach
- Nauset Beach
- Coast Guard Beach
- Falmouth Heights Beach
- Skaket Beach
- Saquish Beach
- Race Point Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Canal
- Popponesset Peninsula
- Cahoon Hollow Beach
- Sea Gull Beach
- Marconi Beach





