
Bed and breakfast vacation rentals in Chelmsford
Find and book unique bed and breakfast rentals on Airbnb
Quick stats about bed and breakfast rentals in Chelmsford

Total vacation rentals
Explore 20 vacation rentals in Chelmsford

Nightly prices starting at
Chelmsford vacation rentals start at G$10,459 GYD 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 vacation 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!
Top-rated bed and breakfast rentals in Chelmsford
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

Fenway Park Vintage Brownstone (4C)
This charming brownstone, built in 1896, is set on quiet, tree-lined Bay State road, one of the "10 Boston’s Best Secret Streets" by Travel and Leisure. It is under the Boston landmark Citgo Sign, within 5 minute walking distance to Fenway Park, Kenmore Sq, Charles River and Boston University. The property has been lovingly maintained as a private residence for two generations. All original architectural details have been preserved with Victorian charm. Guest rooms are on the 3rd or 4th floor.

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.

Ogunquit Tranquil Setting near Perkins Cove
Summer Weekend Booking Policy (June–August): To ensure fair availability during our busiest season, weekend stays must include Friday and Saturday nights. Thursday bookings must include Friday and Saturday Sunday bookings must include Friday or Saturday Friday–Saturday stays are always welcome We appreciate your understanding and look forward to hosting you in our peaceful Ogunquit retreat. Private entrance with patio. A nicely appointed suite with a luxury queen bed.

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!

Peaceful by the Sea with breakfast (1 of 2 rooms)
PEACEFUL ROOM is appropriately named as peace and quiet is most important when hosting guests. It comes with A FULL BREAKFAST that is served at 8-8:30 AM. It is a 5 minute walk to an array of restaurants, beaches, ice cream store, groceries, nail salon, clothing shop, as well as a souvenir shop and more. Going for a bike ride, jog or a walk, this is your spot! There is also pickle ball within a 10 minute walk. There is very little use of the fridge and no cooking is allowed.

HotTub FirePit Games Huge Backyard Family Friendly
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

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.

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+ drive. May the peace of the wilderness be with you.

Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
Step inside a beautifully restored 1895 Grange Hall, now a charming B&B in the heart of New Hampshire's Monadnock Region. Each room features a king bed and private en-suite bath. Full breakfast served Sundays; delivery available daily. Enjoy a grand piano, guest kitchen, cozy common areas, backyard fire pit, and stargazing. Just 3 mins from Franklin Pierce University. First floor, no stairs. Adults 25+, children 11+ welcome. Max 2/room. No pets.

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.

Elegant PVT Bed & Bath 6 Mi. - Boston 1-2 Guests
Located in the Chestnut Hill area, sunny private room, private bath, gracious home, quiet, safe neighborhood 6.0 miles from Downtown Boston, 4 1/2 miles from Fenway Park, Celtics & Bruins 7.9 mi; 2 minute walk to public transportation, fine restaurants, interesting shops, near parks, jogging paths . Parking on property. Guests have access and use of living room, kitchen, dining room , bathrooms, backyard which are shared space.
Popular amenities for Chelmsford bed and breakfast rentals
Family-friendly bed and breakfast rentals

Standard Queen - John Randall House(Shared Bath)

Compass Rose Inn - King Suite 1

1bedroom_B_Organic Veggies Garden|Workspace

Lotus-by-the-Sea: The Barn

Longview Cottage on Lake Sunapee

Two Queen Bedrooms Suite in Charming B&B

Barn Swallow Suite @TONMAR

R6 Small Single room w/Full bed & Shared bath
Bed and breakfast rentals with breakfast

Arlington Craftsman Blue Room, Int. Well Restored

North Shore Coastal Community/Post & Beam

BeaconLight Guest House - Queen/ Private Bath # 10

Antique Victorian Farmhouse

Peter • Best of Boston

Historic relaxing clean home for 1- 2 adults

Alderwood Bed & Breakfast Single Room

Comfortable First Floor Room, Walk to ocean
Bed and breakfast rentals with a patio

Postmodern Pastoral Suite | 25min to Cambridge

The Pearl Bed & Breakfast 2 Bedroom (A)

Silsbee's Rajah - Victorian Inn

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

Stylish, Homey,Cozy Room&Private Bath in Braintree

Harvard Sq sleeps 6 whole apt 5 min walk main gate

2 - Jeremiah Suite & Private Deck (180 sq ft)

Charming Maine Farmhouse w/1 full breakfast! Room1
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$9,622 GYD | G$9,622 GYD | G$11,505 GYD | G$12,551 GYD | G$11,714 GYD | G$12,760 GYD | G$14,433 GYD | G$11,714 GYD | G$11,505 GYD | G$11,505 GYD | G$10,877 GYD | G$9,622 GYD |
| 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 |
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Pats Peak Ski Area
- Monadnock State Park
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
- Good Harbor Beach
- North Hampton Beach
- Boston College





