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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 240 Vacation Homes in Chelmsford with updated reviews, rates, and availability.

Peek-a-Boo Lake Views & Yard: Windham Home
Terrace/patio

Peek-a-Boo Lake Views & Yard: Windham Home

8.6 out of 10, Excellent, (4)
"Conveniently located in a quiet friendly neighborhood. Met all of our needs and expectations. "
Peek-a-Boo Lake Views & Yard: Windham Home
Belmont Home < 3 Mi to Harvard Square!
Interior

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice place"
The price is AED 617
AED 1,122 total
includes taxes & fees
26 May - 27 May
Belmont Home < 3 Mi to Harvard Square!
Beautiful renovated 3 bedroom apt near Boston.
Fridge, microwave, oven, stovetop

Beautiful renovated 3 bedroom apt near Boston.

9.8 out of 10, Exceptional, (77)
"We loved this house, it was very clean and cozy. Nicely decorated. Kitchen had everything you need. We really enjoyed it."
Beautiful renovated 3 bedroom apt near Boston.
Enchanting Hidden Door Escape
Fridge, microwave, oven, stovetop

Enchanting Hidden Door Escape

2.0 star property
10.0 out of 10, Exceptional, (13)
"We had a wonderful stay! It was a beautiful property that fit exactly what we needed it to! The table was a perfect place for card games and everyone to gather around!"
The price is AED 1,022
AED 2,399 total
includes taxes & fees
12 May - 13 May
Enchanting Hidden Door Escape
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses
Beach

CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

2.0 star property
9.4 out of 10, Exceptional, (18)
"We stayed for a short trip for a concert, and it worked out great! The space was very comfortable and clean, and was very conveniently located! Would stay again!"
The price is AED 1,028
AED 2,465 total
includes taxes & fees
30 May - 31 May
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem
Aerial view

Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

9.0 out of 10, Wonderful, (26)
"Came to Boston for a few sporting events and the VRBO was optimally located to get us to all hot spots with minimal delay. Very clean and inviting place. "
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem
Charming home with deck- walkable to transit, shops & restaurants
Fridge, microwave, oven, stovetop

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (3)
"Everything was great! Our host was very quick to respond if there was a question. Plenty of room for all 5 adults (and then some). The only negative about the location is pulling out of the driveway. Easy enough to deal with though. For us, the proximity of this location to our family and friends for this visit was great. 20-25 minutes at most whether going into Boston or heading out to family in the suburbs."
Charming home with deck- walkable to transit, shops & restaurants
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths
TV, offices, computer monitors

Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

10.0 out of 10, Exceptional, (14)
"Home exactly as advertised. Nice place to stay. "
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths
Union Square House
Outdoor dining

Union Square House

9.6 out of 10, Exceptional, (67)
"Very convenient for getting off the transit and fun area to wander around! House was easy to check into and very clean!"
Union Square House
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Property grounds

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

10.0 out of 10, Exceptional, (51)
"Lovely house with great amenities. Stayed for 5 nights over the holidays and it felt like home. "
The price is AED 1,102
AED 1,932 total
includes taxes & fees
8 May - 9 May
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Home Away From Home in Lowell
Outdoor dining

Home Away From Home in Lowell

9.8 out of 10, Exceptional, (11)
"Very nice house with everything you would want!"
Home Away From Home in Lowell
Historic house renovated for modern convenience
Exterior detail

Historic house renovated for modern convenience

9.8 out of 10, Exceptional, (121)
"Really great location and the right size for our group! We had a great time"
Historic house renovated for modern convenience
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Exterior detail

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

8.8 out of 10, Excellent, (20)
"Excellent property; easy to work with owners."
The price is AED 1,466
AED 2,392 total
includes taxes & fees
13 May - 14 May
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Home w/ Backyard ~ 2 Mi to Downtown Lexington!
Fridge, microwave, stovetop, dishwasher

Home w/ Backyard ~ 2 Mi to Downtown Lexington!

8.4 out of 10, Very Good, (9)
"Had a great stay here for a family event."
Home w/ Backyard ~ 2 Mi to Downtown Lexington!
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Fridge, microwave, oven, stovetop

Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England

9.8 out of 10, Exceptional, (66)
"We had a great stay at the Rum Runner! We had a big family coming and going all thanksgiving week, and the house was perfect for all that activity. There was enough space for everyone to gather for dinner, and also spots for a bit of quiet time when needed. The bedrooms were cozy and versatile, and the big windows gave us beautiful views. The host was so accommodating and we couldn’t have had a better place to stay "
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Funky and cozy home ! A little bit of everything for everyone.
Fridge, microwave, oven, stovetop

Funky and cozy home ! A little bit of everything for everyone.

2.0 star property
10.0 out of 10, Exceptional, (11)
"Were very accommodating. Even let us check in early when we asked if it was available. Felt like a second home for our guests!"
The price is AED 1,021
AED 1,949 total
includes taxes & fees
26 May - 27 May
Funky and cozy home ! A little bit of everything for everyone.
5 Mi to TD Garden: Quiet Medford Getaway!
Fridge, microwave, stovetop, dishwasher

5 Mi to TD Garden: Quiet Medford Getaway!

4.4 out of 10, (5)
"Pros: close to everything, nice big kitchen, private,great tvsCons: could be cleaner, very hot inside, on busy road, hard bed"
5 Mi to TD Garden: Quiet Medford Getaway!
4-bedroom Lux House in Cambridge
4 bedrooms, iron/ironing board, travel crib, WiFi

4-bedroom Lux House in Cambridge

The price is AED 3,306
AED 5,179 total
includes taxes & fees
19 May - 20 May
4-bedroom Lux House in Cambridge
Lakefront Salem Retreat - Fish, Swim, Kayak & More
TV

Lakefront Salem Retreat - Fish, Swim, Kayak & More

9.0 out of 10, Wonderful, (11)
"Property was as descibed and was very clean. Instructions were well writtenn."
Lakefront Salem Retreat - Fish, Swim, Kayak & More
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (16)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
The price is AED 1,242
AED 2,941 total
includes taxes & fees
15 May - 16 May
Lake Access 4 Bed 3 Full Bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chelmsford

907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Interior

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (472)
"The location was great. Close to the metro and good dining options. "
The price is AED 1,108
AED 1,285 total
includes taxes & fees
23 May - 24 May
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Crescent Suites Hotel
Property grounds

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (988)
"Clean and super quiet. Perfect layout. Will stay there again."
The price is AED 621
AED 693 total
includes taxes & fees
11 May - 12 May
Crescent Suites Hotel
Maverick Suites at 89 Marion
Interior entrance

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very Good, (225)
"Perfect for our stay."
The price is AED 610
AED 1,010 total
includes taxes & fees
8 May - 9 May
Maverick Suites at 89 Marion
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.