
Bed and breakfast holiday rentals in Chelmsford
Find and book unique bed and breakfasts on Airbnb
Top-rated bed and breakfasts in Chelmsford
Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

Smack dab between Harvard+Porter 2
The room has a double bed and is on the third floor, cozy and quiet, among the tree tops. At night you have the stars, and by day the room is light and sunny. The room has old pine board flooring, a sky light with a room-darkening shade, mini-split, closet, dresser, large desk with office supplies, yoga mat, full length mirror, and a fan. This bedroom shares a full bathroom with the other third floor bedroom which is also rented through Airbnb. Off street parking is available for $10/night.

2 cozy twin bed,free breakfast,a few min walk to T
Top Choice Homestay! Our meticulously crafted guest rooms are certain to meet all your expectations. Located in Quincy Center, you'll find the subway, train station, buses, supermarkets, banks, and delectable dining options all just steps away! Boston's major attractions and the scholarly charm of universities are conveniently within the reach of the Red Line subway. Start your mornings with our invigorating self-serve breakfast, infusing your day with vitality. We look forward to your visit.

Two bedrooms, full bathroom, and breakfast room
We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Kiss Flower Farm
Kiss Flower Farm is a bnb and specialty foods purveyor, located in a quaint 1876 New England farmhouse. Abundant with herb and flower gardens sprawling alongside a classic horse barn, our farm has charmed guests from over 20 countries since 2013. Our private guest quarters make for peaceful stay, and our made-from-scratch breakfasts bring a delicious start to your morning. The farm’s close proximity to natural and cultural attractions also offers many options for exploration and adventure.

Peter • Best of Boston
Peter • Best of Boston • 2 miles from Downtown Boston, Little Italy's Historic North End, Beacon Hill, Back Bay, Harvard Sq Cambridge. You’ll love our place, high end Memory Foam Mattress, Organic Continental Breakfast, High End Kitchen, Cathedral Ceilings, Coziness. Our place, good for couples, solo adventurers, business travelers and Furry Friends (Pets). Wonderful for events, presentations, and reunions. Check-in 3:00pm or anytime After. Free Parking on Premise. Dogs allowed.

Private living/dining/ kitchenette - Treetop Suite
Your private guest suite features one queen bedroom, full bath, living room, kitchenette, and dining area, all located on the entire third floor of our home. Once you enter through our home and close the door to the third floor, you'll be amazed at how separate you'll feel. We're situated in a quiet neighborhood, yet only a 7-minute walk to the bus or train into Boston. Curl up with a cup of tea in the evening and enjoy a light breakfast in the morning. We would love to host you!

Relaxing Hot Tub Getaway
The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Private Suite with Hot Tub
#BarnQuiltHouse Cozy, private guest suite with hot tub in the wooded hills of a quaint New Hampshire farming town. Residential neighborhood, centrally located in Southern New Hampshire. 20+/-min to Concord, Manchester Airport, St. Anselms College, New England College, Pat's Peak, Crotched Mountain. Head north to the lakes region, west to Mt. Sunapee, or south to visit Boston..all within an hour and half drive. May the peace of the wilderness be with you.

Cabin in the Woods near river
Perfect for cozy stays away from it all, our comfortable cabin has its own private entrance, skylight, wood-burning fireplace stove, pure well water, and a private bathroom with shower room (which is also a stream room) all just a short walk from the Sudbury river, conversation land with nature trails, history, and outdoor sports. No contact with the host is necessary. This is a fully self-contained separate space attached to one end of the house.

History Steps from the Beach
If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

Rindge Bed&Brkfast, Pvt Bath, the Glass Flower Rm1
A fully renovated Grange Hall into Bed and Breakfast. We serve a full breakfast for $20 per person. All rooms have private baths. There is a large common area with guest kitchen, sitting and dining areas as well as pingpong & grande piano. All rooms are on first floor with no stairs to climb. Room 1 has a king bed and private sitting room. We rent to adults 25 up and children minimum 11 yrs of age with parents. Max 2 per room. No Pets.

Large Private room in Savin Hill
My place is close to Malibu and Savin Hill Beaches. You’ll love my place because of the neighborhood, and the coziness. This is an old Boston home. We are close to the T, easily accessible from Logan airport. Just a few stops from downtown Boston. My place is good for solo adventurers and business travelers, medical people. All walks of life welcome here. Registered with the City of Boston #STR383505
Popular amenities for Chelmsford bed and breakfasts
Family-Friendly Bed and Breakfasts

Private comfortable, colorful Red Room@Washburn!

Tranquil bedroom w/ensuite bath near the beach

Shipyard Bed & Breakfast

DOWNTOWN PLYMOUTH SUNNY GUEST ROOM

Best Location Historic College Hill

Crow's Nest Suite in Stylish Boutique Hotel

Comfortable First Floor Room, Walk to ocean

Relaxing - Home Away From Home 4
Bed and breakfast rentals with breakfast

BeaconLight Guest House - Queen/ Private Bath # 10

North Shore Coastal Community/Post & Beam

Antique Victorian Farmhouse

Compass Rose Inn - King Suite 1

Historic relaxing clean home for 1- 2 adults

Alderwood Bed & Breakfast Single Room

Barn Swallow Suite @TONMAR

West Cambridge, 1 BR in House near Harvard
Bed and breakfast rentals with a patio

Postmodern Pastoral Suite | 25min to Cambridge

The Pearl Bed & Breakfast 2 Bedroom (A)

Bright and sunny 1 bed with adjacent lounge area

Bright & Spacious B&B in Newton’s Lakeside Area

Silsbee's Rajah - Victorian Inn

Stylish, Homey,Cozy Room&Private Bath in Braintree

Spacious, Stylish & Cozy bedroom in Braintree MA

2 - Jeremiah Suite & Private Deck (180 sq ft)
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $65 AUD | $66 AUD | $76 AUD | $85 AUD | $79 AUD | $86 AUD | $97 AUD | $79 AUD | $78 AUD | $78 AUD | $73 AUD | $65 AUD |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C |
Quick stats about bed and breakfast rentals in Chelmsford

Total holiday rentals
Explore 20 holiday rentals in Chelmsford

Nightly prices starting at
Chelmsford holiday rentals start at $71 AUD per night before taxes and fees

Verified guest reviews
Over 510 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Chelmsford holiday rentals include Wi-Fi access

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

4.9 Average rating
Chelmsford stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Pats Peak Ski Area
- Freedom Trail
- Boston University
- New England Aquarium
- MIT Museum
- Boston Seaport
- Monadnock State Park
- Canobie Lake Park
- Boston Convention and Exhibition Center
- Crane Beach
- Museum of Fine Arts
- Gillette Stadium
- Quincy Market
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Symphony Hall




