House holiday rentals in Chelmsford

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Top-rated house rentals in Chelmsford

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Top Guest favourite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 117 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top Guest favourite
The kitchen area showcases modern appliances including a black refrigerator and gas stove. A spacious countertop offers ample prep space. Light wood flooring complements the white cabinetry. Seating for four is available at the round table, illuminated by natural light from the adjacent windows.
Home in Bedford
4.92 out of 5 average rating, 164 reviews

Modern 2BR with A/C for your Business and Pleasure

Ideal location for business travelers or small families. Enjoy a comfortable experience at this centrally-located place. Don’t be fooled by the size of our 600SF home, it has everything you could need - fast WIFI, fully stocked kitchen, central AC, gas stove, insta hot water, fridge with ice & filtered water on the door, and a soaking tub. Conveniently located by Hanscom AFB, Hartwell Business Corridor, Wiggins Ave Technology District, MIT Lincoln Lab, Edge Sports Center & the Minuteman Bikeway.

Top Guest favourite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham
4.97 out of 5 average rating, 106 reviews

Cozy en suite w/ high ceilings

 Relax in this peaceful private en suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston. 30 min. to Foxboro Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Top Guest favourite
A fully equipped kitchen is shown, featuring stainless steel appliances including a refrigerator, microwave, and dishwasher. Granite countertops provide ample workspace, while natural light filters through the two windows above the sink. A coffee maker sits on the counter, adding to the amenities.
Home in Framingham
4.9 out of 5 average rating, 255 reviews

1BR—Bright & Cozy 2-Level Place — 25 Min to Boston

800ft² 1-Bedroom, 2-Level Apartment Private Rental @ our 3-Rental Property 1st Floor: —Fully Equipped Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed + Dining Table 2nd Floor: —Bedroom - Memory Foam Queen Bed —Full Length Mirror —Desk & Chair + Dresser —Bathroom - Shower/Tub Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Deep Cleaned & Sanitized

Top Guest favourite
A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.
Home in Cape Neddick
4.99 out of 5 average rating, 152 reviews

Luxurious Oceanfront Property

Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

Top Guest favourite
A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.
Home in Stoneham
4.92 out of 5 average rating, 318 reviews

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Top Guest favourite
A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.
Home in Salem
4.94 out of 5 average rating, 180 reviews

Quaint Little New Hampshire Lake House Getaway!

Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

Top Guest favourite
The exterior of a colonial-style house is presented, featuring a symmetrical façade with a front porch, white railing, and wide steps leading to the entrance. A well-manicured lawn and garden flank the pathway, which guides toward the door. The vibrant greenery complements the home.
Home in Haverhill
4.97 out of 5 average rating, 112 reviews

Charming 4-Bedroom Colonial

Welcome to this charming colonial nestled within the tranquil suburban Bradford section of Haverhill, Massachusetts. This inviting four-bedroom, 2.5-bath residence offers a serene retreat for those seeking a comfortable and spacious accommodation. This home is perfect for you and your family looking to enjoy your time spent in the awesome private outdoor space near the fire-pit or indoors enjoying a wonderful home cook meal at the dining table gathered around by your love ones.

Top Guest favourite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in North Chelmsford
5 out of 5 average rating, 238 reviews

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.

Guest favourite
The kitchen features navy blue cabinetry and modern stainless steel appliances, including a microwave and oven. A white countertop contrasts with the dark cabinets, enhancing the space's elegance. Natural light flows in through the windows, creating a bright atmosphere, while a small rug adds a decorative touch.
Home in Malden
4.93 out of 5 average rating, 181 reviews

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Top Guest favourite
A scenic view of a river reflects autumn foliage along the banks. A fountain can be seen in the foreground, while a historic building with a steeple and nearby bridges are positioned in the background. The vibrant colors of the trees enhance the picturesque landscape.
Home in Nashua
4.93 out of 5 average rating, 301 reviews

Nashua Victorian

Two family Victorian in very quiet neighborhood. Just off of Main St, walking distance to grocery store, fast food, drug stores and sit down restaurants. 1/2 mile to Rivier University. Parking for 3 cars. Private entrance. Can engage with owners (next door) or not, your choice. Complimentary Wifi . Home was built in the 1930's, beautiful woodwork and hard wood floors, yet updated with modern amenities. There is a $10/guest per night fee for each guest over 4.

Guest favourite
A spacious deck features a rectangular dining table surrounded by six black metal chairs. Lush greenery and the serene lake are visible in the background, with a clear sky and scattered clouds above, creating an inviting outdoor space.
Home in Hudson
4.9 out of 5 average rating, 105 reviews

Lake home

Enjoy the lake view from the dining room, living room and bedroom! There is a deck with a BBQ, full kitchen, 1 bedroom and 1 bathroom. For 2 guests only please. No parties or gatherings allowed. The beach / dock will be shared the the tenant below. Use of kayaks, paddleboard and canoe is allowed.

Popular amenities for Chelmsford house rentals

When is the best time to visit Chelmsford?

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Avg. price$111 NZD$113 NZD$108 NZD$83 NZD$98 NZD$108 NZD$108 NZD$103 NZD$93 NZD$99 NZD$113 NZD$108 NZD
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Quick stats about house rentals in Chelmsford

  • Total holiday rentals

    Explore 40 holiday rentals in Chelmsford

  • Nightly prices starting at

    Chelmsford holiday rentals start at $66 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,580 verified reviews to help you choose

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Chelmsford holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chelmsford rentals

  • 4.8 Average rating

    Chelmsford stays are highly rated by guests—averaging 4.8 out of 5!