Best Holiday rentals and Airbnb offers in Lexington, MA
Lexington, MA
04/07 – 01/08
SG$252/nighttotal: SG$7056 (28 )
Furnished 1br In Charlestown - Near Boston & Fifa World Cup 2026
1 2
apartment , Cambridge
This one-bedroom flat in Charlestown, Cambridge, is 1.8 kilometres from Inman Square and 6 kilometres from Logan Airport, offering proximity to Boston North Station, TD Garden, and Beacon Hill. This 37 square metre apartment accommodates up to three guests and includes air conditioning, complimentary Wi-Fi, a kitchen with a fridge and oven, and a private whirlpool.
9.9 112 reviews
Lexington, MA
08/08 – 30/09
SG$295/nighttotal: SG$15635 (53 )
New Construction En Suite
1 1
apartment , Woburn
This Woburn apartment, a modern townhome on the outskirts of the town, offers easy access to local amenities, though precise distances to specific landmarks are not provided. The self-contained property features a private patio, dedicated parking, and accommodates two guests, boasting a sub-level design with high ceilings and a private entrance.
9.9 176 reviews
Lexington, MA
20/10 – 29/10
SG$604/nighttotal: SG$5436 (9 )
Stone Cottage With Meadow View
1 5
apartment , Woburn
This Woburn cottage, near Horn Pond, offers easy access to the Burlington Mall (a short drive away) and major highways (I-95 and I-93), placing Lexington, Cambridge, and Boston within convenient driving distance. Sleeping six guests, this three-bedroom, two-bathroom holiday home boasts a fireplace, a deck overlooking a meadow, and includes a fully equipped kitchen with dishwasher, fridge, freezer and microwave.
9.9 54 reviews
Lexington, MA
20/10 – 29/10
SG$461/nighttotal: SG$4149 (9 )
Spotless And Modern Apt W/2ba,w/d,king Bed,parking
3 5
apartment , Arlington
This Arlington condo, near Mass Avenue, offers easy access to Boston and Cambridge, being within a short distance of Arlington Reservoir and Robbins Farm Park. The 1100 sq ft (approximately 102 sq m) two-bedroom, two-bathroom apartment sleeps six, boasting a fully renovated interior, modern appliances, high-speed internet, and family-friendly amenities including toys and a travel cot.
9.7 1072 reviews
Lexington, MA
20/10 – 29/10
SG$394/nighttotal: SG$3546 (9 )
2bed/2bath Apt At Waltham Landing. Middle Unit
2 5
apartment , Waltham
This Waltham apartment is conveniently located just a block from the Charles River and Moody Street, with easy access to Waltham Station and nearby universities. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment features a modern design and is well-equipped with a fully stocked kitchen, a Roku Smart TV, and free parking. Guests can also enjoy a range of amenities including a fitness centre, garden, and elevator access.
9.9 40 reviews
Lexington, MA
04/07 – 01/08
SG$351/nighttotal: SG$9828 (28 )
Spacious Sunny Farmhouse In Quiet Neighborhood
1 2
apartment , Woburn
This farmhouse flat is located on a quiet street in Woburn, just 5km from Woburn Center and with easy access to Route 128 and Route 93. Guests consistently rate this accommodation as excellent for its location, cleanliness and overall experience. This two-bedroom flat can comfortably accommodate up to three guests and features a spacious open plan layout with separate living and dining areas. The kitchen is well-equipped with a fridge, microwave oven, and dishwasher, and the bathroom has a clawfoot tub and a large shower. Other amenities include laundry facilities, air conditioning, parking, and access to streaming services.
9.9 51 reviews
Lexington, MA
20/10 – 29/10
SG$461/nighttotal: SG$4149 (9 )
3 Mi To Minute Man Nhp: 'Summer St Retreat' + Deck
3 5
apartment , Bedford
This Bedford apartment, situated in a historic district, offers easy access to the Minuteman Bikeway and is within a short driving distance (approximately 8 km) of Lexington Battle Green and the Concord Museum. The 5-guest property features a fully equipped kitchen with stainless steel appliances, in-unit laundry, two smart TVs, a fireplace, a deck, and a laptop-friendly workspace; nearby activities include exploring the Great Meadows National Wildlife Refuge (a short drive away).
9.4 17 reviews
Lexington, MA
08/08 – 30/09
SG$216/nighttotal: SG$11448 (53 )
Cozy, Clean, With Parking In Burlington Near Rt95
1 1
apartment , Burlington
This three-bedroom apartment is conveniently located near Exit 34 of Highway 95, just a short drive from Burlington Mall and within 32 kilometres of Boston. With excellent user, location, and cleanliness ratings, this property offers a comfortable and convenient stay for travellers visiting Burlington. The apartment has two bathrooms and can accommodate up to three guests. Amenities include a fully equipped kitchen with a fridge, air conditioning, a garden, parking, and a washer and dryer. Guests can also enjoy a deck with chairs and a table for outdoor dining.
9.4 451 reviews
Lexington, MA
20/10 – 29/10
SG$947/nighttotal: SG$8523 (9 )
Charming Harvard Victorian
5 5
apartment , Cambridge
This Cambridge apartment is located just a short walk from Harvard Square and John F. Kennedy Park, making it perfect for exploring the city's vibrant cultural scene. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment has five bedrooms and two bathrooms, comfortably accommodating up to ten guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, free Wi-Fi, and a patio with garden views, making it ideal for families and groups looking for a relaxing retreat.
9.6 49 reviews
Lexington, MA
08/08 – 30/09
SG$286/nighttotal: SG$15158 (53 )
Perch
1 1
apartment , Lincoln
This one-bedroom flat is located in a quiet district of Lincoln, offering seclusion adjacent to conserved land with ponds and easy access to extensive trail systems, all within a 25-minute drive of Boston and 2 miles from the commuter rail. This cosy apartment accommodates two guests and features a kitchen with a fridge, air conditioning, Wi-Fi, a shared porch, and access to laundry facilities in the basement, with streaming services available on the TV.
8.7 3 reviews
Lexington, MA
04/07 – 01/08
SG$263/nighttotal: SG$7364 (28 )
Cozy South End Loft
1 2
apartment , Boston
This South End flat is located a short walk from the Museum of Fine Arts, Boston, and within 2.4 kilometres of Fenway Park and Boston Common. The 24-square-metre self-catering studio apartment sleeps two guests and features a fully equipped kitchenette with a dishwasher, air conditioning, and free Wi-Fi.
9.0 3 reviews
Lexington, MA
04/07 – 01/08
SG$426/nighttotal: SG$11928 (28 )
Luxury 2br Near Cabmridge
1 2
apartment , Somerville
This luxury two-bedroom flat in Somerville is situated 1.8 kilometres from Cambridge College and a 17-minute walk from Inman Square, with Central Square and the Peabody Museum also nearby. This air-conditioned apartment offers 76 square metres of living space, accommodating up to seven guests with two bathrooms, a fully equipped kitchen featuring a dishwasher and oven, and complimentary WiFi.
Best family friendly Lexington, MA holiday rentals
Among the 83 accommodations in Lexington, MA, here are the 4 best family friendly rentals
9.6 30 reviews
Lexington, MA
08/08 – 30/09
SG$487/nighttotal: SG$25811 (53 )
Enchanting Hidden Door Escape
4 1
apartment , Stoneham
This four-bedroom apartment in Stoneham, Massachusetts is located just 16km from Boston, providing easy access to the city's cultural attractions and entertainment venues. The 139 square metre property features a fully equipped kitchen with a dishwasher, two bathrooms, and a private garden, comfortably accommodating up to 10 guests.
Lexington, MA
08/08 – 30/09
SG$176/nighttotal: SG$9328 (53 )
56 M² Studio Flat ∙ 1 Bedroom ∙ 2 Guests
1 1
studio , Everett
Apartment for 2 guests. You will be based in Everett. Services and facilities include a fridge, a dish washer and a kitchen.
9.6 239 reviews
Lexington, MA
04/07 – 01/08
SG$547/nighttotal: SG$15316 (28 )
2bed/2bath Apt At Waltham Landing: #205
2 2
apartment , Waltham
This two-bedroom apartment is located just a kilometre from the Charles River and Waltham's Moody Street, a short walk from Waltham Station and within 1.6 kilometres of Bentley and Brandeis universities, offering a convenient base for exploring the city. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment features a spacious open-plan living and kitchen area, comfortably accommodating up to 16 guests, and provides a modern design with a fully equipped kitchen, a smart TV, a fitness centre, and a garden.
9.8 89 reviews
Lexington, MA
08/08 – 30/09
SG$435/nighttotal: SG$23055 (53 )
Charming New England Colonial !
2 1
apartment , Woburn
This charming colonial apartment is located just 16 kilometres from Boston, offering easy access to the city centre, hospitals, and restaurants. It has received excellent ratings for location, cleanliness, and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to six guests. It includes a fully equipped kitchen, air conditioning, a garden, parking, and high-speed internet, ensuring a comfortable and enjoyable stay.
Best Lexington, MA holiday rentals with parking
9.2 233 reviews
Lexington, MA
20/10 – 29/10
SG$624/nighttotal: SG$5616 (9 )
Historic Harvard & Mit Victorian
2 5
apartment , Cambridge
This Victorian flat is ideally located in Cambridge, close to both Harvard and MIT, and within easy walking distance of John F. Kennedy Park, Harvard Square, and the Brattle Theatre. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The flat offers two bedrooms, providing comfortable accommodation for couples or small families. You'll also find a living room, a fully equipped kitchen with a dishwasher, and a garden where you can relax and enjoy the fresh air. The property also boasts a spa bath, free Wi-Fi, and parking, making it a great choice for those looking for a comfortable and convenient stay in Cambridge.
Lexington, MA
08/08 – 30/09
SG$240/nighttotal: SG$12720 (53 )
Renovated 1bed, Steps To Mbta, Shops & Restaurants
1 1
apartment , Brookline
This renovated one-bedroom apartment in Brookline is conveniently located near the MBTA Green Line, offering easy access to Boston and is 3.5km from Fenway Park. The 74-square-metre flat sleeps five, features a fully equipped kitchen with dishwasher, free Wi-Fi, and a spa, making it ideal for a comfortable Brookline stay.
Lexington, MA
04/07 – 01/08
SG$227/nighttotal: SG$6356 (28 )
Updated 1br, 1st Floor, Near T, Free Parking
1 2
apartment , Malden
This updated one-bedroom flat in Malden is situated 5.5 kilometres from Cambridge College and within an 8-kilometre radius of Inman Square, Central Square, TD Garden, and Old North Church. This 45-square-metre dwelling offers air conditioning, complimentary Wi-Fi, on-site parking, and a fully equipped kitchen, accommodating up to five guests on the first floor.
9.9 27 reviews
Lexington, MA
08/08 – 30/09
SG$356/nighttotal: SG$18868 (53 )
Stunning Urban Haven
1 1
apartment , Arlington
This fully renovated flat is located in a quiet residential area in Arlington, just a short distance from Boston and Cambridge, offering a peaceful retreat from the hustle and bustle of the city. The property has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers. The flat has two bedrooms and one bathroom, comfortably accommodating up to six guests. It features a modern kitchen with a fridge, microwave, and dishwasher, as well as high-speed internet, a secure parking space, and a range of family-friendly amenities such as toys, books, and a highchair.
Frequently asked questions about holiday rentals in Lexington, MA
Which neighborhood in Lexington, MA should you consider for a vacation rental?
The historic centre of Lexington is a great choice for a vacation rental, as it's within walking distance of many attractions like the Battle Green and the Cary Memorial Library.
What are the best Airbnb and vacation rentals in Lexington, MA?
What are the top family-friendly attractions in Lexington, MA?
The Cary Memorial Library is a great place for families with its children's section and regular events. The Lexington Historical Society also offers family-friendly tours and activities.
What are the most popular Airbnbs in Lexington, MA?
When is the best time to book a vacation rental in Lexington, MA?
The best time to book a vacation rental in Lexington is during the shoulder seasons, like spring or autumn, when the weather is pleasant and the crowds are smaller.
What are the best vacation rentals with a pool in Lexington, MA?
What events or festivals should visitors check out in and around Lexington, MA?
The Lexington Farmers Market runs from June to October, offering local produce and crafts. The annual Lexington Patriots' Day celebration in April commemorates the battles of Lexington and Concord.
What are the best rentals for families and kids in Lexington, MA?
What are the best budget-friendly activities in Lexington, MA?
A walk around the Battle Green and a visit to the Lexington Historical Society are free activities. You can also enjoy a picnic at the Minuteman National Historical Park.
What are the best rentals or Airbnbs with a jacuzzi in Lexington, MA?
What are the best restaurants with local dishes in Lexington, MA?
The Lexington Grill offers classic American dishes with a local twist. For a more casual dining experience, try the Lexington Farmers Market for local produce and prepared food.
What are the best walking or cycling routes in Lexington, MA?
The Minuteman Bikeway is a popular paved path that runs through Lexington and other towns. For a shorter walk, try the loop around the Battle Green.
Are there pet-friendly attractions in Lexington, MA?
The Minuteman National Historical Park welcomes leashed dogs on trails. Many restaurants also have outdoor seating that's pet-friendly.
Destinations nearby
Best Lexington, MA holiday rentals with a balcony
9.0 2 reviews
Lexington, MA
08/08 – 30/09
SG$500/nighttotal: SG$26500 (53 )
Lakeview Getaway With Hot Tub
3 1
apartment , Billerica
This Billerica apartment, a short 0.6km walk from the Nutting Lake Conservation Area and a 2.4km drive from the Clara Sexton House, offers convenient access to local landmarks including Fruitlands Museums and Buckman Tavern. The 130 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen, in-unit laundry, and a private garden and balcony, perfect for families or groups of up to six.
Lexington, MA
08/08 – 30/09
SG$383/nighttotal: SG$20299 (53 )
Private 3-bedroom In Billerica, Cool Ac - Shared Backyard - Basement Occupied
3 1
apartment , Billerica
This Billerica flat offers a convenient base, located near Great Brook Farm State Park and Nutting Lake Conservation Land, with Collins Bowladrome and Lowell Memorial Auditorium also within easy reach. This 139 square metre apartment accommodates up to six guests with three bedrooms and features a dedicated game room, individual thermostats in each bedroom, and an advanced smart-vent AC system, alongside a kitchen equipped with a fridge, microwave oven, and dishwasher, plus a terrace, balcony, garden, and parking.
Lexington, MA
08/08 – 30/09
SG$576/nighttotal: SG$30528 (53 )
Beacon Luxury Suites
1 1
apartment , Boston
Beacon Luxury Suites is a 1-bedroom flat located in Boston, just 300 metres from the city centre, a 7-minute walk from Beacon Hill and a 6-minute walk from Boston Common. This 40 square metre apartment accommodates up to 3 guests and includes air conditioning, a private balcony, complimentary WiFi, and a fully equipped kitchen with a dishwasher and oven, with nearby attractions including the Boston Public Garden and the Freedom Trail.
10 7 reviews
Lexington, MA
20/10 – 29/10
SG$634/nighttotal: SG$5706 (9 )
Tufts 3 Bed + Free Parking & Workspace
3 5
apartment , Medford
This apartment is located in South Medford, a quiet neighbourhood within walking distance of Tufts University, making it ideal for exploring the city. It is also conveniently close to major attractions in Boston. The apartment is a spacious three-bedroom property with one bathroom, covering 111 square metres and accommodating up to six guests. It comes fully equipped with modern appliances, including a dishwasher, washing machine and dryer, as well as a comfortable living space with a balcony.
Best pet friendly Lexington, MA holiday rentals
Among the 83 accommodations in Lexington, MA, here are the 4 best pet friendly rentals
9.6 31 reviews
Lexington, MA
04/07 – 01/08
SG$422/nighttotal: SG$11816 (28 )
Cozy Medford Home Near Boston
1 2
apartment , Medford
This three-bedroom Medford apartment, ideally located near Medford's major attractions, offers easy access to the city's historical sites and public transport. Sleeping up to seven guests, the property features a kitchen, air conditioning, parking, and internet access, providing a comfortable base for exploring Medford and its surrounding areas.
8.0 1 review
Lexington, MA
04/07 – 01/08
SG$228/nighttotal: SG$6384 (28 )
Beautiful, Homey 1br Close To Longwood Medical
1 2
apartment , Brookline
This Brookline apartment, ideally situated near the Longwood Medical Area, is 3.9km from Fenway Park and 4.8km from the Hynes Convention Centre. The 74-square-metre one-bedroom flat offers comfortable accommodation for up to seven guests, boasting a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, and access to a spa.
9.2 5 reviews
Lexington, MA
20/10 – 29/10
SG$569/nighttotal: SG$5121 (9 )
Spacious 3bdr Near Harvard/5-min Walk To Train - Davis Sq / Free Parking!
3 5
apartment , Somerville
This Somerville apartment, a five-minute walk from Davis Square's Red Line station, offers easy access to Harvard, Tufts, and MIT via a ten-minute train journey (approximately 8 km). The three-bedroom, one-bathroom flat sleeps seven, features a fully equipped kitchen with dishwasher, in-unit laundry, free on-site parking, and complimentary amenities including coffee and toiletries.
9.8 53 reviews
Lexington, MA
20/10 – 29/10
SG$506/nighttotal: SG$4554 (9 )
New Waltham Top Floor Spotless 3 Bed Condo
3 5
apartment , Waltham
This Waltham condo is conveniently located near Waltham's shops and restaurants, offering easy access to Boston via the MBTA bus or commuter rail to North Station. The three-bedroom apartment sleeps six, features two car parking spaces, a private patio, in-unit laundry, and modern finishes including granite countertops and stainless steel appliances.