
Vacation rentals with breakfast in Chatham
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Top-rated breakfast rentals in Chatham
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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.

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.

Walk to Town/Golf Club - Renovated Edgartown Home
The perfect retreat for your escape to Martha's Vineyard, walking distance to downtown Edgartown! Location, location, location! We're a stone's throw from Edgartown Golf Club and all the amazing restaurants + shops are just a 10 minute stroll. This 2-bedroom, 2-bathroom home has been completely renovated, with an all-new kitchen, bathrooms, furnishings, linens & accessories. The house accommodates 5 people very comfortably, and is located on a quiet residential street just off Upper Main.

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!

“Rising Sun Cottage” 2 bdrms, Center of Town!
The Rising Sun", "Cottage #1 at the John Randall House" is a spacious, fully furnished two-bedroom condo. Located in the center of town, yet quiet and secluded. The Cottage comes with on-site parking for 2 vehicles, split system heating and air, washer/dryer, a front deck with gas grill on site, a recently updated full kitchen, Master Bedroom with King bed, and much more. Recently renovated, this beautifully decorated home is part art gallery with a sophisticated boutique feel.

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.

Peaceful spot near amazing beaches and seafood!
This location is the perfect distance to bike paths, walking paths, beaches, great food, shops, fishing, ferries, and everything the Outer Cape has to offer. Even though we’re close to many fun activities, our place offers the privacy and tranquility that guests enjoy. Centrally located between the mid cape and the very tip of Cape Cod (Provincetown), Eastham is within a reasonable driving distance to enjoy the best beaches, restaurants, and shopping.
Popular amenities for Chatham breakfast rentals
House rentals with breakfast

Lakefront Chatham Home w kayaks. 5 Min to beach!

Stunningly renovated 4Bed/3Bath Ocean Front home!

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

Knotical Cottage newly renovated, Dogs welcomed

Colorful + Stylish Cottage in Oak Bluffs

Minutes to bayside beaches!

New Seabury French Chateau Inspired

Little gem in Falmouth Village.3 bedrooms.
Apartment rentals with breakfast

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

Beach Walk to Dennis Port beach/restaurants/Bars

1 Bedroom Ocean View Apartment

Peaceful spot near amazing beaches and seafood!

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

#8 location location location, pool private room

“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

A Singular P’town Escape for Solo Travelers

Howards End - Room 2-3 (Private Bath & Terrace)

Secret Garden Suite with full breakfast
Quick stats about vacation rentals with breakfast included in Chatham

Total vacation rentals
Explore 10 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Wi-Fi availability
10 of Chatham vacation rentals include wi-fi 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
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- Lighthouse Beach
- New Silver Beach
- Nickerson State Park
- Sandy Neck Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Martha's Vineyard Museum
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