Holiday Rentals in Lexington

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Lexington holiday rentals
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Best family friendly Lexington holiday rentals

Among the 83 accommodations in Lexington, here are the 4 best family friendly rentals

Charming New England Home - Lexington
9.8 53 reviews
Lexington
10/20 – 10/29
HK$5315/nighttotal: HK$47835 (9 )

Charming New England Home

1 5
apartment , Woburn
This apartment is conveniently located in Woburn, just 10 kilometres from Boston's North End and downtown Boston, offering easy access to the city's attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall guest experience.
This spacious home comfortably accommodates up to 8 guests and features a dedicated private office space, a modern kitchen with a dishwasher, and a tranquil garden with bird feeders. Guests can enjoy a range of amenities, including air conditioning, parking, and high-speed internet.
Historic Harvard & Mit Victorian - Lexington
9.2 233 reviews
Lexington
10/20 – 10/29
HK$3806/nighttotal: HK$34254 (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.
Fifa 2026-private Pool-1 Mi To Team France Hq - Lexington
9.9 74 reviews
Lexington
10/20 – 10/29
HK$4114/nighttotal: HK$37026 (9 )

Fifa 2026-private Pool-1 Mi To Team France Hq

3 5
apartment , Waltham
This Waltham house, near Route 95/128 and Route 2, is one mile from Bentley University, two miles from Stone Meadow Golf/Driving Range, and eight miles (approximately 13 km) from Boston, offering easy access to the city and Lexington's historical sites.
The three-bedroom, two-bathroom property sleeps five, boasts a swimming pool (seasonal), a garden, parking, and a fully equipped kitchen including a dishwasher, plus a basement exercise/work space with a partial kitchen and bathroom; each bedroom features a TV with a Fire Stick.
Modern Three Bedroom Condo - Near Boston - Lexington
9.3 23 reviews
Lexington
08/08 – 09/30
HK$2531/nighttotal: HK$134143 (53 )

Modern Three Bedroom Condo - Near Boston

3 1
apartment , Stoneham
This apartment is situated in Stoneham, just 14 kilometres from Tufts University, Encore Boston Harbor, and Harvard University, offering easy access to these attractions and the surrounding area. It has received excellent user ratings, indicating a comfortable and enjoyable stay.
This property provides three bedrooms, making it suitable for families or groups. Amenities include a swimming pool, garden, terrace, parking, and a well-equipped kitchen with a fridge, microwave, and dishwasher.

Best Lexington holiday rentals with parking

Cozy Harvard/mit Victorian - Lexington
9.4 22 reviews
Lexington
10/20 – 10/29
HK$4038/nighttotal: HK$36342 (9 )

Cozy Harvard/mit Victorian

2 5
apartment , Cambridge
This two-bedroom flat is situated in Cambridge's historic Huron Village, a 10-minute walk from Harvard Square and Harvard University, with immediate access to the T for travel to Boston and other Cambridge institutions, and conveniently located opposite a high-end grocery store.
This 76 square metre apartment accommodates up to six guests, featuring a newly remodelled Victorian interior with a Japanese soaking tub, a super-automatic coffee machine, off-street parking, and a private garden.
3 Mi To Minute Man Nhp Summer St Retreat And Deck - Lexington
9.0 1 review
Lexington
10/20 – 10/29
HK$3078/nighttotal: HK$27702 (9 )

3 Mi To Minute Man Nhp Summer St Retreat And Deck

3 5
apartment , Bedford
This Bedford apartment, situated 6.6km from Minute Man National Historical Park and 22.5km from Boston attractions such as Harvard Square and the Brattle Theatre, offers easy access to historical sites and city amenities.
The 121-square-metre, three-bedroom property sleeps nine guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, private parking, and free Wi-Fi.
Stylish Apartment In Malden. 20 Min From Boston - Lexington
9.0 156 reviews
Lexington
07/04 – 08/01
HK$1862/nighttotal: HK$52136 (28 )

Stylish Apartment In Malden. 20 Min From Boston

1 2
apartment , Malden
This Malden flat is located just 4.7 km from Cambridge College, 6.1 km from Inman Square, and 6.7 km from the Peabody Museum, offering easy access to local attractions and a peaceful setting away from the hustle and bustle of Boston. The flat has received excellent ratings for cleanliness, location, and overall experience, making it a great choice for travellers seeking a comfortable and convenient stay.
The flat has one bedroom and one bathroom, providing a comfortable space for a single traveller or a couple. Amenities include air conditioning, a fully equipped kitchen with a fridge, microwave, and dishwasher, and free parking, ensuring a comfortable and convenient stay.
Renovated 1bed, Steps To Mbta, Shops & Restaurants - Lexington
Lexington
08/08 – 09/30
HK$1461/nighttotal: HK$77433 (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.

Frequently asked questions about holiday rentals in Lexington

  • What should a first-time visitor not miss in Lexington, MA?

    For a first-timer, you've got to visit the Kentucky Horse Park, it's a must-see. The history buffs will love the Lexington Cemetery and the Mary Todd Lincoln House. And of course, no trip to Lexington is complete without a visit to the University of Kentucky campus.
  • What are the best Airbnb and vacation rentals in Lexington?

  • Which neighborhood in Lexington, MA should you consider for a vacation rental?

    For a central location, you can't go wrong with the Victorian Village neighbourhood. It's close to downtown and has lots of charming shops and restaurants. If you prefer a quieter spot, try the Chevy Chase neighbourhood, it's a bit further out but still close to everything.
  • What are the most popular Airbnbs in Lexington?

  • What are the top family-friendly attractions in Lexington, MA?

    The Kentucky Horse Park is a great choice for families, with plenty of activities for all ages. The Lexington Children's Museum is another great option, and the Arboretum is a beautiful spot to enjoy a picnic or a walk. If you're looking for something a little different, head to the Explorium, a hands-on science museum.
  • What are the best vacation rentals with a pool in Lexington?

  • 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 spring or autumn, when the weather is mild and there are lots of events going on. The summer months can be hot and humid, but there are still plenty of things to do. If you're looking for a bargain, you can often find good deals during the winter months.
  • What are the best rentals for families and kids in Lexington?

  • What events or festivals should visitors check out in and around Lexington, MA?

    Lexington has a vibrant events calendar throughout the year. In the spring, there's the Kentucky Derby Festival and the Taste of Lexington. In the summer, you can catch the Lexington Philharmonic's outdoor concerts or the Lexington Arts and Crafts Fair. And in the autumn, there's the Kentucky Bourbon Festival and the Lexington Beer Festival.
  • What are the best rentals or Airbnbs with a jacuzzi in Lexington?

  • What are the best budget-friendly activities in Lexington, MA?

    For budget-friendly fun, you can explore the many parks and green spaces in Lexington, like the Arboretum or the Raven Run Nature Sanctuary. The downtown area is also great for walking around and window shopping. And if you're looking for a cheap bite to eat, there are plenty of food trucks and cafes to choose from.
  • What are the best restaurants with local dishes in Lexington, MA?

    For a taste of Lexington, try the Kentucky Proud restaurants, which feature local ingredients. Some of the most popular local dishes include burgoo, a hearty stew, and Kentucky Hot Brown, an open-faced sandwich. For a more casual dining experience, try the restaurants in the Distillery District, which offer a variety of cuisines.
  • What are the best walking or cycling routes in Lexington, MA?

    Lexington has a great network of walking and cycling paths. The Legacy Trail is a popular choice, running for 12 km along the old railroad line. For a more challenging ride, try the Ironworks Pike, which winds through the countryside.
  • Are there pet-friendly attractions in Lexington, MA?

    Yes, there are many pet-friendly attractions in Lexington. The Kentucky Horse Park is a great option, as is the Arboretum. Many of the local parks and green spaces are also pet-friendly.
  • What are the benefits of choosing a vacation rental in Lexington, MA?

    Vacation rentals offer more space and privacy than a hotel room. They are also often more affordable, especially for families or groups. And they can be a great way to experience the local culture.
  • What are the top sports attractions and facilities in Lexington, MA?

    Lexington is a great place for sports fans. The University of Kentucky Wildcats are a popular attraction, with their basketball games drawing large crowds. The Kentucky Horse Park is also a great place to watch horse racing and other equestrian events. And for a more casual experience, there are many public parks and recreation facilities throughout the city.

Destinations nearby

Best Lexington holiday rentals with a balcony

Comfort And Location! - Lexington
9.8 9 reviews
Lexington
10/20 – 10/29
HK$3206/nighttotal: HK$28854 (9 )

Comfort And Location!

3 5
apartment , Medford
This Medford family home, near Assembly Row, is conveniently located within 3km of LEGOLAND Discovery Centre and Tufts University, and 4km from Encore Boston Harbor.
The three-bedroom property sleeps six, boasts a fully equipped kitchen with fridge, microwave, and dishwasher, plus free Wi-Fi, a balcony, and parking; guests can enjoy nearby shopping, dining, and entertainment.
Airy North Station 2br W/ W/d & Gym, Nr Td Garden, By Blueground - Lexington
9.5 4 reviews
Lexington
08/08 – 09/30
HK$2870/nighttotal: HK$152110 (53 )

Airy North Station 2br W/ W/d & Gym, Nr Td Garden, By Blueground

2 1
apartment , Boston
This West End apartment offers excellent access to Boston's attractions, being less than 0.8 km from TD Garden and the Museum of Science, and a 0.6 km walk from North Station.
The property features a fully equipped kitchen, in-unit laundry, a terrace, and access to an on-site fitness centre and BBQ grills, perfect for a comfortable Boston stay.
3bed / 3bath Home, 3 Parking Spots Close To Central Sq, Mit, Harvard. Walk To T. - Lexington
9.2 17 reviews
Lexington
10/20 – 10/29
HK$5853/nighttotal: HK$52677 (9 )

3bed / 3bath Home, 3 Parking Spots Close To Central Sq, Mit, Harvard. Walk To T.

3 5
apartment , Cambridge
This three-bedroom apartment is located in The Port neighbourhood of Cambridge, just a short walk from Inman Square, Central Square, and Harvard University, all within a 6.4km drive. The apartment is perfect for families or groups of friends, offering 116 square metres of space for up to eight guests.
The apartment has a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as a private balcony, three parking spaces, high-speed Wi-Fi, smart TVs, and a washing machine and dryer. Enjoy the modern amenities and explore the city's attractions, with Boston just a 32km drive away.
233-1 4br Boston - Cozy Apt Near Mbta Station - Lexington
9.4 6 reviews
Lexington
07/04 – 08/01
HK$6019/nighttotal: HK$168532 (28 )

233-1 4br Boston - Cozy Apt Near Mbta Station

4 2
apartment , Boston
This family-friendly Boston apartment, situated approximately 5-6 kilometres from attractions such as the John F. Kennedy Presidential Library and Museum, the Museum of Fine Arts, Boston South Station, and Back Bay, offers convenient access to major sights whilst maintaining a peaceful residential atmosphere.
This spacious 149-square-metre dwelling boasts four bedrooms, two bathrooms, and can comfortably accommodate up to 23 guests, featuring a fully equipped kitchen, private terrace, free parking, Wi-Fi, and 24-hour concierge service.

Best pet friendly Lexington holiday rentals

Among the 83 accommodations in Lexington, here are the 4 best pet friendly rentals

Spacious, Quiet, 4br+office, 1.5 Acres Yard - Lexington
9.1 64 reviews
Lexington
10/20 – 10/29
HK$4099/nighttotal: HK$36891 (9 )

Spacious, Quiet, 4br+office, 1.5 Acres Yard

1 5
apartment , Lincoln
This luxurious four-bedroom apartment is situated in a peaceful, tree-lined neighbourhood in Lincoln, just a short drive from the city's historic attractions. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The spacious property offers over 5,000 square feet of living space, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a fitness centre, parking, and high-speed internet, ensuring a comfortable and enjoyable stay.
Central Serene Penthouse W King Bed Gym Parking - Lexington
9.1 10 reviews
Lexington
10/20 – 10/29
HK$5815/nighttotal: HK$52335 (9 )

Central Serene Penthouse W King Bed Gym Parking

2 5
apartment , Cambridge
This Cambridge penthouse apartment boasts a prime location, a short walk from Central Square and within 2.4km of both Harvard University and the Massachusetts Institute of Technology (MIT).
The 102 square metre dwelling offers two bedrooms, two bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, in-unit laundry, a fitness centre, and private parking.
Unbeatable Location Newbury Street 1br - Lexington
Lexington
08/08 – 09/30
HK$1512/nighttotal: HK$80136 (53 )

Unbeatable Location Newbury Street 1br

1 1
apartment , Boston
This one-bedroom flat on Newbury Street offers a prime Boston location, situated 1.9 kilometres from Fenway Park and a short walk to Boston Common and Back Bay.
This 65 square metre apartment accommodates two guests and features a fully equipped kitchen, air conditioning, and an in-unit washing machine, with the Massachusetts Institute of Technology and the Boston Museum of Fine Arts nearby.
Curated Designer Retreat  Pool  Gym  Dining - Lexington
10 6 reviews
Lexington
08/08 – 09/30
HK$2269/nighttotal: HK$120257 (53 )

Curated Designer Retreat Pool Gym Dining

6 1
apartment , Everett
This Everett flat is centrally located, offering convenient access to Encore Boston Harbor (approximately 640 metres) and LEGOLAND Discovery Center (approximately 960 metres).
This 92 square metre residence accommodates up to 5 guests with 6 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, garden, spa, and covered parking, with an 11:00 check-out time.
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