Vacation Rentals in Boston, Massachusetts
50 Properties Available
Private vacation home
Newly renovated home with four bedrooms
Private vacation home
Newly renovated historic home in Beacon Hill
Private vacation home
Relax in Between Adventures! Pet-friendly Proeprty!
Private vacation home
Boston Getaway! 2 Pet-friendly Units with Balcony! Onsite Pool, Garden, Parking
Private vacation home
3 Relaxing Units Short walk from Prudential Tower! Parking, Pool, Pets Allowed!
Private vacation home
Luxurious & Spacious Townhome
Private vacation home
Historic Brownstone Townhouse, 7 beds\/3.5 baths, Fenway Boston
Apartment
The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
Private vacation home
2 Pool View Units, 5-minute walk to Back Bay Fens! Valet Parking, Pool, Garden!
Private vacation home
2 Retro-vibe Units w\/ Balcony! Parking, Onsite Pool, Garden! Near Inman Square
Private vacation home
New Built XL Modern House Near Tenean Beach,UMass Boston,Highway. With EVCharger
Private vacation home
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
Private vacation home
A short drive from Old State House! 2 Family-friendly Units w\/ Balcony! Parking!
Private vacation home
Great Location for Boston Calling By Harvard Business School
Private vacation home
Retro-vibe Unit w\/ Pool View Close to New England Aquarium! Parking, Pool!
Private vacation home
Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
Private vacation home
Steps away from Fenway Park! 2 Pool View Units with Balcony! Pets Allowed, Pool!
Private vacation home
2 Relaxing Units Short walk from Prudential Tower! Parking, Pool, Pets Allowed!
Apartment
paradise cove oasis Boston a serene 4 bedroom
Private vacation home
Historic and Charming Brownstone
Hotel
Four Seasons Hotel Boston
Apartment
Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w\/ Parking in Best loca
Apartment
AMAZING High Ceiling 3 BED \/ 2 BATH Water view
House boat
\"Travelers Choice Award\" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail
Private vacation home
FREE Parking • Chic 2BR North End Apartment. Prime Location.
Apartment
Luxury King Apartment - 2 Bedroom, Amazing Views - South End Boston
Condo
Enjoyable 3-bedroom condo with AC in vibrant Boston
Apartment
Temp204-4/2 · Downtown Xing | Lots of Light | Monthly Discounts
Apartment
Downtown Crossing, Large Lofted Condo, Location!
Hotel
Boston Harbor Hotel
Hotel
The Newbury Boston
Apartment
Luxurious Fenway 2BR Penthouse w/ Roof Deck
Apartment
Centrally Located Basic Studio
Apartment
Temp504-4/2 · Almost there! 4bed 2bath Apartment in Downtown
Hotel
Mandarin Oriental, Boston
Apartment
Temp301-4/2 · Beautiful 4br 2br | Downtown Xing | High Ceilings
Private vacation home
Retro-vibe ! Balcony, Parking, Onsite Pool, Garden! Near Inman Square
Apartment
Luxury Loft | W/D in Unit | Pet Friendly
Apartment
Temp304-4/2 · Large Ceilings | Centrally Located 4bed 2bath
Condo
?The Ashmont Suite - Close to Subway + Downtown?
Apartment
Milk153-4A-2/2 · Bright and Bold 2BR | Minutes from the T!
Apartment
233\/1 Entire modern apartment Boston
Apartment
4BR\/1BTH Apt in South Boston near Old Harbor Beach
Apartment
60-1 Boston Newly Built and Spacious Apartment
Apartment
Wonderful Fenway 3br/2ba | Steps from Fenway Park!
Condo
Great South End / Back Bay location, 1 bed condo near T station
Apartment
Open Air 2BR | FIDI Boston | Close to Everything!
Private vacation home
Boston Getaway! Balcony! Onsite Pool, Garden, Parking
Private vacation home
Pool View Unit Near The Paul Revere House! Valet Parking, Pets Allowed, Pool!
Apartment
Milk153-3D-2/2 · 2br/2ba FIDI Apt | Keyless Entry | Walk anywhere!
Why People Visit:
Boston, or “Beantown”, is a paradise for history buffs and foodies and offers something for everyone in between. Boston, as the birthplace of the American Revolution, is one of the most historic cities in the country. Nestled between the modern high rises, you can find a plethora of historic buildings, cobblestone streets, and landmarks. For those who like to explore on foot, walking the Freedom Trail is one of the best ways to see the sites. Follow the trail across the city to see places like Paul Revere’s house, Faneuil Hall, the North Church, and Boston Commons. Give yourself a day to see all the sights as you’ll want to spend some time at each.
Hungry after all of the exploring? Boston is a foodie paradise! For endless options for all tastes, go to Faneuil Hall Marketplace to grab a bite from one of the many food stalls. Craving Italian? Boston’s North End houses all the old-school, real Italian food eateries you can imagine, so come hungry and don’t forget to hit the all-night favorite, Mikes Pastries, for an after-dinner treat.
If you like sports, Boston has you covered! Visit historic Fenway Park and see “The Green Monster” while watching the Red Sox play. Boston is also home to the Patriots (NFL) and the Bruins (NHL) so no matter what season you visit, you can get your sports fix!
Bringing the family? Head to the waterfront to visit the Boston Aquarium, which has many interactive activities and an impressive IMAX theater, or the Museum of Science to learn something new.
No matter what the occasion, book your Boston vacation rental today to explore all that this historic city has to offer!
Get There and Get Around:
Boston has one major airport, Boston Logan International Airport (BOS), which is 3 miles from downtown.
The fastest way to get into Boston is by subway (MBTA Blue Line). Other options are taxis, shuttles, major rideshare companies or car rentals, which all service the airport and can get you to your vacation rental.
Getting around town? As the city is very large, traffic can get bad and parking is usually hard to find, the best way to get around town is by subway or taxi/rideshare.
What to Wear (The Weather):
In Boston, July–August are the hottest months of the year with many days around 85 degrees. December–February are the coldest months and temperatures can drop to below 20 degrees and there will most likely be snow on the ground. January is the wettest month and July and August are the driest. Make sure you book a vacation rental with your preferred heating and cooling options to make your visit comfortable no matter what season you visit.
Accommodations:
In Boston, most of the almost 9,350 vacation rental options are apartment/condos with an average nightly price of around $350. The median size is about 800 ft² which makes them a great fit for smaller groups or families, as most can accommodate 4 people. Whatever type of accommodation you are looking for, there are many options in Boston to choose from for your next vacation rental.