
Bed and breakfast vacation rentals in Chelmsford
Find and book unique bed and breakfast rentals on Airbnb
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.

Room with private 1/2 bath, a few 5 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.

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

Grand Victorian gets Contemporary Facelift! #1
Our home is a rather unique and very updated 100+ year old Victorian in a historic neighborhood in Medford. There is convenient access to Boston either by car or by public transportation. We hope you'll enjoy the comfy queen sleigh bed, large open dresser, and loads of other amenities our home provides. While we do offer various teas and coffee to our guests, we don’t offer breakfast or food items generally. But you may use the kitchen if you so choose!

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.

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.

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 breakfast rentals
Family-friendly bed and breakfast rentals

King bed with porch in Hampton (Victoria Inn)

Rindge Glass Flower Rm 2: Pvt Room&Bath Queen Bed

2 cozy twin bed,free breakfast,a few min walk to T

Modern, Cozy, Safe & Warm Home!

King Studio Room at Hotel Boston

Fenway Park Brownstone -3B (Single guest only)

17th-Century Inn, Historic Salem near Waterfront

Sweet stay by the ocean w breakfast (1 of 2 rooms)
Bed and breakfast rentals with breakfast

Sweet apt in Belmont 2-family on quiet street

Arlington Craftsman Blue Room, Int. Well Restored

BeaconLight Guest House - Queen/ Private Bath # 10

Antique Victorian Farmhouse

Crow's Nest Suite in Stylish Boutique Hotel

Queen Anne Brookline Bed and Breakfast M605 #1

Comfortable First Floor Room, Walk to ocean

Bourne Bed & Breakfast, Cozy Guest Room
Bed and breakfast rentals with a patio

The Pearl Bed & Breakfast 2 Bedroom (A)

The Pearl Bed & Breakfast Bedroom 1C

Silsbee's Rajah - Victorian Inn

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

Stylish, Homey,Cozy Room&Private Bath in Braintree

Spacious, Stylish & Cozy bedroom in Braintree MA

Harvard Sq apt free parking/garden/own entrance

The Pearl Bed & Breakfast 3 Bedroom
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$9,624 GYD | G$9,624 GYD | G$11,507 GYD | G$12,553 GYD | G$11,716 GYD | G$12,762 GYD | G$14,436 GYD | G$11,716 GYD | G$11,507 GYD | G$11,507 GYD | G$10,879 GYD | G$9,624 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 |
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$10,461 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!
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
- North Hampton Beach
- Good Harbor Beach
- Boston College





