
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 ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Rentals with dedicated workspaces
10 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 (4A)
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.
FamilyValueQuiet

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
LocationFamilyHospitality

A bit of France in Boston
Historic family-owned 1885 Victorian (not a hotel) in quiet area, walking distance to public transportation (Commuter Rail, Red Line T, Bus). Parking available. A vintage Airbnb experience for discovering Boston for work or play. “More art than some museums!” Very clean cedroom with armoire, chairs & table. Organic cotton thick futon & bedding, down comforters. Air mattress available. Shared bath, filtered shower, ecological soaps. Organic Breakfast & dinner available for a fee.
FamilyLocationHospitality

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!
LocationValueHospitality

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
LocationValueLaundry

The Stepping Stone Inn
Perfectly situated, the Stepping Stone Inn, and its three friendly cats, offers six beautiful guest rooms, each with private bath, free wifi, free parking, tasteful decor, shredded Memory Foam pillows and Gardner mattresses, made right here in Salem. We are right next door to the Salem Witch Museum and across the street from the Salem Common and the Hawthorne Hotel. Stash the car, walk everywhere! We are a fully licensed bed & breakfast in the City of Salem.
ValueFamilyCondition

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!
FamilyLocationAccess

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, conservation 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.
ValueLocationDecor

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.
FamilyLocationPets

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.
FamilyValueAccuracy

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.
LocationFamilyAmenities

Shirley's Sea Breeze airport getaway 2 single beds
Our home is nestled in this charming seaside neighborhood close to Boston Logan Airport and close to down town Boston. We are delighted to be able to offer you a spacious private bedroom and access to our home. You’ll share my home with me (Shirley) and my two cats, Caleb and Otto. Come enjoy the front porch or back deck and take in the Salty air and harbor breeze we would be delighted to host you
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Popular amenities for Chelmsford bed and breakfast rentals
Family-friendly bed and breakfast rentals

Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed
ValueLocationAmenities

West Cambridge, 1 BR in House near Harvard
FamilyValueIndoor spaces

Private comfortable, colorful Red Room@Washburn!
LocationFamilyComfort

Quiet Country Estate FALL Views of Crotchet Mt.
LocationAccuracyOutdoor spaces

Welcome to Ocean Bluff! One room!
FamilyLocationWalkability

Relaxing - Home Away From Home 4
LocationFamilyCondition

Timber Post B&B Green Room
LocationBreakfastCleanliness

Bittersweet Bed and Breakfast(Fountain Room)
ValueLocationOutdoor spaces
Bed and breakfast rentals with breakfast

Peter • Best of Boston
ValueFamilyNearby

Historic relaxing clean home for 1- 2 adults
LocationValueComfort

Room with private 1/2 bath, a few 5 min walk to T
FamilyValueCondition

North Shore Coastal Community/Post & Beam
FamilyValueWifi

Seaside Gardens guest room private floor by beach
LocationFamilyAmenities

Smack dab between Harvard+Porter 2
FamilyValueHeating

Sweet apt in Belmont 2-family on quiet street
FamilyValueParks

Queen Ann Brookline B&B M605 #2
ValueFamilyNearby
Bed and breakfast rentals with a patio

Postmodern Pastoral Suite | 25min to Cambridge
FamilyValueComfort

Silsbee's Rajah - Victorian Inn
ValueLocationDecor

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

WilliamHaskell House Parlor Chamber
ValueLocationView

Stylish, Homey,Cozy Room&Private Bath in Braintree
ValueLocationTV

The Pearl Bed & Breakfast 2 Bedroom (A)
LocationFamilyNearby

Josiah Keith House (hunter suite)
HospitalityIndoor spacesDecor

The Historic Copper Pot B&B
LocationValueAmenities
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 169 | ﺩ.ﺇ 169 | ﺩ.ﺇ 202 | ﺩ.ﺇ 198 | ﺩ.ﺇ 198 | ﺩ.ﺇ 239 | ﺩ.ﺇ 253 | ﺩ.ﺇ 206 | ﺩ.ﺇ 202 | ﺩ.ﺇ 202 | ﺩ.ﺇ 191 | ﺩ.ﺇ 169 |
| 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 |
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Pats Peak Ski Area
- Northeastern University
- MIT Museum
- North Hampton Beach
- Monadnock State Park
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach





