
Holiday houses in Westford
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Top-rated holiday rentals in Westford
Guests agree: these stays are highly rated for location, cleanliness and more.

Cute & Cozy Groton apartment w/private patio
Cozy apartment with your own private patio; 5-min walk to downtown, shops, cafes, library & restaurants; hop on the Nashua River Rail trail where you can walk/bike to neighboring towns. Enjoy all Groton has to offer, miles of hiking trails, rent a canoe or kayak, golf, horse riding, fishing, apple, pumpkin & berry picking; walk up to Bancroft Castle on Gibbet Hill where “Little Women" was filmed & enjoy the view. Don’t miss a visit to Groton Hill Music, our world class music performance venue 🎶

Sunny, private and peaceful apartment!
Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

3 Bedroom Apartment in Downtown Derry
Cozy up during your next trip to southern NH! Built in 1910, this apartment has been completely renovated. Meadowview is a combination of elegance and comfort from the walls of windows that flood the space with light and scenic conservation/golf course views to the spacious backyard that is perfect for a peaceful escape. It is 5 minutes from i-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Large One Bedroom Apartment
1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Historic Loft with bathroom & kitchenette
A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

Vaughn Hill Hideaway & Sauna
Tucked into the slope of Vaughn Hill on 3 wooded acres, the entire lower level of our home is yours to enjoy. Cozy 2-bedroom unit with “the BEST BEDS at an Air BNB ever!" to quote one guest. Visit Nashoba Valley Winery (5 min away), get coffee at Harvard General Store (8 min), go apple-picking at a local orchard, or hike Vaughn Hill trails. *Our backyard wood-fired sauna is available by request at $20 per firing*

Mema's Place --Lovely apartment in private home
This private apartment in a lovely home in historic Concord, Massachusetts features one bedroom with queen bed, living room, kitchen, bathroom, and porch. Your apartment is locked off from the rest of the home and you have your own entrance. We are within 4 miles of Concord Academy, Middlesex School, the North Bridge, Sleepy Hollow Cemetery (where Alcott, Thoreau, Emerson, and Hawthorne are buried).

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.
Popular amenities for Westford holiday rentals
Other great holiday rentals in Westford

Home away from home

Country Retreat

Lakefront House with breathtaking sunsets!

Spacious and peaceful garden apartment

Spacious Private Loft on Main Street (3rd FL)

Furnished Cozy Apartment in quiet neighborhood

Balsam Retreat

Modern Studio in Scenic Farm Town
Frequently Asked Questions
Where should I stay in Westford?
Make yourself at home in Westford by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in West Chelmsford, over 100 vacation rentals in Heart Pond, and over 50 vacation rentals in Littleton Common.
Are there vacation rentals with a dedicated workspace in Westford?
Yes! Work meets play with ease at over 10 vacation rentals in Westford featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Westford?
Experience the best of Westford with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Westford have wifi?
Absolutely! We offer over 10 house rentals with wifi in Westford. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Westford?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Westford?
Westford has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Westford have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Westford. Enjoy a tailored experience with all the comforts you desire.
Are there Westford vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Westford, available on Airbnb. Make a splash and soak up the sun in style!
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Philadelphia Holiday rentals
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- Pocono Mountains Holiday rentals
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- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Pats Peak Ski Area
- New England Aquarium
- MIT Museum
- Freedom Trail
- Monadnock State Park
- Boston University
- Canobie Lake Park
- Boston Seaport
- Crane Beach
- Boston Convention and Exhibition Center
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Gillette Stadium
- Roxbury Crossing Station
- Boston Children's Museum
- Salem Willows Park




