Holiday houses in Bay Village

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Quick stats about holiday rentals in Bay Village

  • Total holiday rentals

    Explore 240 holiday rentals in Bay Village

  • Verified guest reviews

    Over 12,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Bay Village holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bay Village rentals

  • 4.6 Average rating

    Bay Village stays receive an average rating of 4.6 out of 5 from guests

Top-rated holiday rentals in Bay Village

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Back Bay
4.95 out of 5 average rating, 43 reviews

Private loft style townhouse.

Hollywood meets Boston. Make your visit to Boston one of a kind. Stay in our meticulously maintained loft-style, townhouse steps to the Boston Public Garden. This private entrance, two story townhome housed in a former film archive. A generous entrance foyer leads to main living space with soaring 16 foot ceilings, exposed brick & a wonderfully curated art collection. You will be welcomed by mirror like Terrazo floors Wall of windows & a home like no other. Enjoy the ultimate Boston experience

Top Guest favourite
A kitchen area features granite countertops and stainless steel appliances. A modern sofa is positioned in a well-lit living space, with a colorful artwork displayed on the wall. The flooring is hardwood, enhancing the openness of the layout.
Apartment in South End
5.0 out of 5 average rating, 20 reviews

Aug/Sep in a luxury neighborhood with charm

Experience the South End - a luxury neighborhood listed on the National Register of Historic Places as the largest Victorian row-house district in the country. Boston's more interesting restaurants, a thriving arts community, and nearly 30 parks are here. Back Bay and Beacon Hill are also close by. Renovated 1-bedroom on a high 1st floor of a 4-unit brownstone with dramatic ceilings, original marble mantel, and large windows. This is our home that we are delighted to share when we’re not around.

Top Guest favourite
A living area features a contemporary black sofa and two matching armchairs arranged around a round glass coffee table, all placed on a vibrant blue rug. A large artwork hangs on the wall, and a window allows natural light to enter the space.
Condo in South End
4.99 out of 5 average rating, 119 reviews

1 Bedroom Apartment in Boston/South End

1 BDRM condo quiet South End street. Convenient to Back Bay and Downtown. There are stairs leading to the building. Full size bed. No additional sleeping area. Two guests only. No one under 18. No visitors or parties. Best for one or two people visiting and enjoying the city. This unit is not a good fit if you have any type of mobility issue - including a fairly steep set of stairs to enter the building. No laundry facilities for use in the building. Window units for AC in summer.

Superhost
Apartment in Back Bay
4.64 out of 5 average rating, 14 reviews

Welcome One Bed One Bath next to Commercial Area

Minutes walk away to Prudential Center, the shopper's world, has plenty of public transportation, next to the T train station. Multiple attractive restaurants. It is a good place to tour the Historic District of Boston. The room offers linens, towels for 2-3 people, a private bathroom, and a kitchen. Key will be put in a lockbox, it's self check in. No designated parking; The closest garage is the Marriott Hotel garage, a 3-minute walk away. Street parking is allowed at some spots with a meter.

Guest favourite
A bright sitting area features large windows with sheer curtains, allowing natural light to fill the room. A small round dining table is centered on the polished wood floor, accompanied by two chairs. A black lounge chair adds a modern touch beside a plush sofa.
Apartment in South End
4.83 out of 5 average rating, 109 reviews

The Clare - The Upton Boston, South End

See more photos at our IG @theuptonboston Housed in The Upton's brownstone, you are minutes from restaurants, shopping, galleries, site seeing, & or your family in the South End. The Clare apartment is natural light filled & boasts historic charm. We love how the apartment maintains peacefulness & has a spacious feel perfect for working remote. A laptop desk is stored in addition. The Clare has an original Victorian layout, wood, & doors from the 20th century.

Guest favourite
A private deck is furnished with four sleek black outdoor chairs and a small table, offering a relaxing space. The view overlooks historic brick buildings, with greenery visible in the background, adding to the serene atmosphere.
Apartment in Downtown
4.84 out of 5 average rating, 526 reviews

Dream Location! Private Deck, Parking for Rent

We're excited to hosts lucky guests with tickets to FIFA at Gillette in June! Under a mile from the apartment to South Station where you can take the special commuter rail train directly to the stadium! Exquisitely decorated, one-bedroom apartment in the historic downtown pocket neighborhood, Bay Village. Steps to Theatre District, 5-minute walk to subway, 10-minute walk to Whole Foods. Three miles from the airport. Parking available for rent, $30 per night.

Top Guest favourite
The living room features a spacious sofa facing a television mounted above a stylish fireplace. A coffee table rests on an elegant area rug, surrounded by two armchairs and decorative accents. Large windows with shades allow for natural light while maintaining privacy.
Apartment in Back Bay
5.0 out of 5 average rating, 20 reviews

Sparkling New 2BR / 2BA in Back Bay

Our recently gut-renovated two bedroom apartment is located in the heart of the Back Bay and is just steps to Newbury St., Boylston St., the Hynes Convention Center, Prudential Center, Boston Marathon Finish Line, Charles River Esplanade, and everything else that Back Bay Boston has to offer. This 1,000 sqft floor-through, features central heat & air conditioning, 2 bedrooms, 2 marble bathrooms, an open gourmet kitchen, cable and fast internet & wifi!

Top Guest favourite
A pair of large, double doors with a rich, textured surface stands prominently in the background. The doors are flanked by warm, wooden floors and a light-colored sofa adorned with decorative pillows. A vibrant area rug adds color to the setting.
Condo in Downtown
4.98 out of 5 average rating, 200 reviews

Downtown Loft Boston - Close to everything

Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area- king bed, [ that can also be 2 twin xl upon request] also sofa in living room is pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.

Guest favourite
A bright living area is highlighted by a circular dining table surrounded by four chairs. A large round mirror above a white fireplace reflects the light. Warm wooden floors contrast with the cream walls, accentuated by subtle decor elements and natural light from nearby windows.
Condo in Boston
4.89 out of 5 average rating, 168 reviews

Condo in downtown Boston

Quintessential Boston Brownstone. Private patio, 2 bedroom, 1.5 bath. Welcome to Bay Village! The most central location in Boston with a safe, residential feel. This condo is perfectly well kept, newly furnished, & comfortable with Central Air. We have a desk set-up for WFH, and kitchenware to cook a fabulous meal. Take a few steps out of the condo and enjoy all the Boston has to offer! STR544848

Superhost
Apartment in Back Bay
5.0 out of 5 average rating, 3 reviews

Elegant Back Bay Stay on Hereford Street

Enjoy the entire first floor of a beautifully restored Back Bay brownstone. This spacious one-bedroom apartment features a queen bed, dedicated workspace, separate living and dining area with a classic bay window, fully equipped kitchen, and modern bathroom with a walk-in shower. Just steps from Newbury Street, Copley Square, restaurants, shopping, and many of Boston’s top attractions.

Guest favourite
Apartment in Back Bay
4.85 out of 5 average rating, 26 reviews

(Mlb4) NEW! Studio, Close to MGH, Boston Commons

📍 Stay in the heart of Back Bay, just steps from Newbury Street, the Prudential Center, and Copley Square. This inviting space is close to Boston’s top hospitals—Mass General, Brigham and Women’s, Boston Children’s—prestigious universities like 🎓 Harvard, MIT, BU, and Northeastern, and iconic landmarks such as Boston Common, the Freedom Trail, and the Museum of Fine Arts.

Top Guest favourite
A waterfront view captures the skyline of Boston, showcasing various high-rise buildings under a partly cloudy sky. A bench faces the water, while decorative railings border the pathway, inviting peaceful moments by the harbor.
Apartment in East Boston
5.0 out of 5 average rating, 55 reviews

Boston Skyline Stay | 1BR + City Views

Enjoy skyline views at Casa Blanca, a cozy 1BR on the Boston Harbor. Full kitchen, Smart TV, WiFi, in-unit laundry, and remote work setup. Walk to Piers Park, the Harborwalk, or ride the Ferry downtown. Quick access to Blue Line T, Logan Airport, Downtown Boston, Seaport, and Charlestown. Boutique hotel feel in the heart of the city!

Popular amenities for Bay Village holiday rentals