Last Updated November 11, 2020 11/11/2020

Top 15 Staycation Destinations in Boston

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Full of historical attractions, beautiful parks, and lots of arts and cultural opportunities, Boston is an excellent destination for a staycation. It’s not necessary to travel far from home to get a little break from your everyday routine and experience the best that the city has to offer. To help you plan your next mini getaway, here are some great Airbnbs, VRBO properties, and hotels for Boston staycations.

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Mandarin Oriental Boston Mandarin Oriental Boston
Mandarin Oriental Boston

Mandarin Oriental Boston

One of the top hotels in Boston, Mandarin Oriental Boston holds both the AAA Five Diamond and the Forbes Five-Star awards. It’s located in the Back Bay and in walking distance of historic sites and landmarks. This hotel is also directly connected to the Prudential Center, which has businesses and boutiques inside. It is designed with a modern art style with art deco touches and offers in-room dining daily. There is also a great spa here for pampering and that has 11 treatment rooms, including two couple’s suites. The facilities here also include a fitness center and spa boutique.

Sanitized Modern 3BD Private Home Kitchen in Sanitized Modern 3BD private home
Credit: airbnb.com
Kitchen in Sanitized Modern 3BD private home

Sanitized Modern 3BD Private Home

You can have this entire home to yourself in Boston and have up to seven guests here. It has three bedrooms and 1.5 baths, and it’s thoroughly cleaned and sanitized for your safety. It’s in South Boston near the convention center and has a chef’s kitchen, central air conditioning, a deck, and keyless entry. The first and second floors are all yours to spread out in and enjoy the hardwood flooring and updated appliances. Guests here enjoy the open-concept kitchen, television offerings, and deck with seating. The host provides you with towels, linens, and toiletries, as well as free Wi-Fi.

Battery Wharf Hotel Battery Wharf Hotel Boston Waterfront
Battery Wharf Hotel Boston Waterfront

Battery Wharf Hotel

Battery Wharf Hotel is a waterfront property that is fun for a Boston staycation and located right along the historic Boston Harbor. It has spacious rooms and suites, a spa and fitness center, and fresh seafood served at the Battery Wharf Grille. The hotel has a business center, laundry service, water taxi service, high-speed internet, and pet-friendly rooms. Also, they often have special promotions for Northeast residents.

Apartment for Extended Stays Boston studio apartment
Credit: Airbnb.com
Boston studio apartment

Apartment for Extended Stays

An excellent Airbnb rental for longer staycations is this apartment for two guests. It has a fully equipped kitchen, work nook with desk area, onsite and free washer and dryer, and is in a very safe neighborhood. Guests here enjoy the very walkable neighborhood and being just 12 minutes to Copley Place and the Prudential Shops. The space has one queen-size bed to sleep in, Wi-Fi, cable TV, and luggage storage available before check-in and after check-out. Your host gives over 10 percent of Airbnb proceeds to Boston charities.

Boston Harbor Hotel Boston Harbor Hotel at Rowes Wharf
Credit: bhh.com
Boston Harbor Hotel at Rowes Wharf

Boston Harbor Hotel

If a hotel is more your style, the Boston Harbor Hotel is a great staycation spot because of its luxurious amenities, skyline and waterfront views, and stylish rooms and suites that feel like a home away from home. A popular Boston hotel for families, there’s a seafood grill restaurant, a full-service 34-slip marina, a private health club, and a fitness center. This is a popular spot for weddings in the city. There are various special offers that you can take advantage of, such as breakfast included, adventures for kids, and room upgrades.

Historic JP Brownstone with Parking Historic JP Brownstone with Parking
Credit: airbnb.com
Historic JP Brownstone with Parking

Historic JP Brownstone with Parking

This pet-friendly condo Airbnb accommodates up to three guests with one bedroom and 1.5 baths. It is in an awesome Boston neighborhood and in a 120-year-old historic brownstone building. It’s close to shops and restaurants, and it’s ideal for business travelers, couples, and solo adventurers. The space is 1,200 square feet in size and gets a lot of natural light. It’s a two-story walk-up that requires climbing stairs. Pets can stay here upon approval and with an additional deposit.

Faneuil Hall/Quincy Market Studio Condo Faneuil Hall/Quincy Market Large, Luxury Studio Condo Efficiency
Credit: VRBO.com
Faneuil Hall/Quincy Market Large, Luxury Studio Condo Efficiency

Faneuil Hall/Quincy Market Studio Condo

This small but mighty studio space is available in Government Center in Boston and sleeps two people. It’s available to rent on VRBO and ideal for corporate rentals and extended stays when you’re in the mood for a longer staycation. You’ll be just steps from Faneuil Hall, Quincy Market, the waterfront, and much more when you stay here. It offers panoramic views, a king-size bed, and an efficiency kitchen with a small fridge. Other perks are the two flat-screen TVs and three self-pay parking garages if you bring your car.

Hilton Boston Downtown/Faneuil Hall Hilton Boston Downtown/Faneuil Hall
Hilton Boston Downtown/Faneuil Hall

Hilton Boston Downtown/Faneuil Hall

You’ll also be just a short walk way from Faneuil Hall, Quincy Market, and the Freedom Trail when you book your staycation at the Hilton Boston Downtown/Faneuil Hall. This hotel is located in a 1920s art deco skyscraper and offers pet-friendly rooms, a fitness center, business center, and an on-site restaurant. The Fin Point Oyster Bar & Grill serves classic New England dishes and has a full raw bar. Dogs up to 75 pounds are allowed to stay with you in your room for a $50 refundable deposit.

Houseboat in Boston Harbor View of Houseboat in Boston Harbor
Credit: VRBO.com
View of Houseboat in Boston Harbor

Houseboat in Boston Harbor

For a truly unique staycation, why not book a few days or more on a houseboat? This houseboat measures 480 square feet and sleeps six people in the Thompson Square/Bunker Hill area. The boat is naturally self-contained and socially distanced and will give you great fresh air access. It has a full-size fridge, microwave, and other kitchen features. It has air-conditioning and heat to keep you comfortable, as well as free Wi-Fi when you stay here in the Charlestown Marina. It’s fun to stay here and walk to Bunker Hill, the USS Constitution, and the North End. Families enjoy staying here because there’s a kids’ loft with two twin beds and a sleeper sofa in the living room too.

XV Beacon XV Beacon
XV Beacon

XV Beacon

Get your luxury boutique experience with a staycation at XV Beacon. It’s in the heart of downtown Boston and has a collection of spacious rooms. There are pet-friendly rooms here so you can bring your dog along. The hotel is also home to Mooo, the on-site restaurant that serves classic steakhouse cuisine with a regional twist. Check the hotel’s website for information about seasonal and themed special deals on rates and for special perks.

The Cosmopolitan House Decor at The Cosmopolitan House
Credit: airbnb.com
Decor at The Cosmopolitan House

The Cosmopolitan House

You can stay in this Airbnb house for your staycation with up to six people. It has two bedrooms and one bath and is on the first floor of a multi-family structure. The home is in the Hyde Park neighborhood and a 30-minute drive to downtown Boston. Here you’ll find shared laundry facilities, free street parking, a professionally cleaned space, large kitchen, and central air conditioning. It’s a kid-friendly place to stay that can include a pack n’ play if you like. Wi-Fi and Netflix are included, and guests here have access to the shared backyard and patio.

Sunny Private Studio Apartment Victorian Airbnb
Credit: Airbnb.com
Victorian Airbnb

Sunny Private Studio Apartment

There’s also the option of this studio apartment for your Boston staycation for you and another guest. The apartment has a kitchen, study alcove, and hardwood floors, and it’s in a Victorian house on a quiet Jamaica Plain street. You’ll have privacy here with your own entrance and easy access to downtown in a residential area. It’s on the third (top) floor of the building and also has cable TV and Wi-Fi. The host provides continental breakfast; however, there is no in-house laundry for guests.

Four Seasons Hotel Boston Four Seasons Hotel Boston
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Four Seasons hotels always make great staycation destinations, and the one in Boston is no exception. This hotel is among the Victorian brownstone homes in the Back Bay neighborhood and close to the top local attractions. The Bristol is the on-site award-winning restaurant that serves fresh New England seafood. Something special at this hotel is the annual Teddy Bear Tea, which is a beloved holiday event that families love. The hotel has a spa with in-room couple’s treatments available. Other reasons to choose the Four Seasons Hotel Boston for your staycation is the lap pool with a view, fitness center, babysitting services, and in-room amenities for families like cribs and playpens.

Second Oldest Home in Beacon Hill Second Oldest Home on Beacon Hill
Credit: airbnb.com
Second Oldest Home on Beacon Hill

Second Oldest Home in Beacon Hill

This apartment building was built in 1789 and is located at the top of Beacon Hill. With this Airbnb staycation, you’ll get a small and private studio apartment that is next to the oldest house in the area. It’s set up for two guests, but the host can accommodate a third guest as well if you like. There is not a full kitchen here, but there is a fridge, microwave, and coffeemaker. The studio has cable TV and your own washer and dryer. Back Bay and the North End are within walking distance from here, and Boston Common is about five minutes away.

Spacious and Immaculate Apartment Apartment inteiror - Spacious, Immaculate, Great Location
Credit: VRBO.com
Apartment inteiror - Spacious, Immaculate, Great Location

Spacious and Immaculate Apartment

This apartment is available to rent on VRBO and measures 1,100 square feet. It sleeps five people and has two bedrooms in South Boston. You’ll be on the third floor of an 1890 Victorian home on East Broadway. The host offers contact-free check-in and separate access through the basement and back stairwell. The owners occupy the downstairs area and have hosted on VRBO since 2004. There is free on-street parking here, central air conditioning, fast Wi-Fi, and a sizable kitchen. Long-term renters are welcome here, and pets are allowed.

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