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, Wi-Fi 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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Top Guest favourite
A living room area showcases a sectional sofa in gray, adorned with decorative pillows in varying shades. A wooden table is centrally located, accompanied by a small potted plant. Exposed brick walls add texture, while skylights infuse the space with natural light. Artwork is displayed on the walls.
Condo in South End
4.98 out of 5 average rating, 203 reviews

*NEW* 3 BR South End Duplex with A/C in the city!

Location, location, location! This 3-BED 1-BATH penthouse duplex in a classic Boston Brownstone has the best of both worlds: a QUIET RESIDENTIAL STREET great for relaxing after a long day but STEPS FROM amazing restaurants, cafes, & bars of the South End. Looking to explore? We are a short walk from shopping on Newbury Street, history of Beacon Hill & Back Bay, or a stroll through Boston Public Garden. Want to see more? Back Bay subway Station is just around the corner! See Boston like a local!

Guest favourite
Home in Back Bay
4.96 out of 5 average rating, 48 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 bright bedroom is highlighted by two large windows with soft curtains, allowing natural light to fill the space. A comfortable queen bed is framed in black metal, paired with a sleek coffee table alongside a cozy love seat. Plants are placed thoughtfully throughout the room.
Private room in South End
4.92 out of 5 average rating, 142 reviews

4th Floor room 0.5 mile to Marathon finish line

For one person only. Sunny "Penthouse" bedroom with widows on the North and South sides in a classic Boston brownstone in a historic district. Walk everywhere and just 3 minutes by foot to the subway! Built in 1875, it is one of the few homes in the area that has not had its spirit diminished by complete gut renovation. This is an older home with soul (i.e. lots of stairs, settling, thin walls, and interesting quirks)! This room is at the top of the house, heavy big suitcases not recommended.

Guest favourite
A cozy living area features plush seating arrangements and a circular coffee table on a soft rug. A spiral staircase leads to the upper level while a dining area with elegant chairs is visible in the background, illuminated by soft lighting.
Condo in Chinatown
4.81 out of 5 average rating, 508 reviews

Spectacular, luxury Bay Village/Back Bay Condo

STR443370 Welcome to our little gem in one of the most wonderful neighborhoods in Boston called Bay Village. Tree lined streets with brick sidewalks, traditional brownstones and superb architecture sum up Bay Village. When you walk out the door of the condo - you are just steps away from Back Bay, the South End, the Boston Common and the theatre district. You are within a short walk of dozens of the best bars and restaurants the city has to offer! PLEASE READ HOUSE MANUAL BEFORE BOOKING.

Superhost
A luxurious hotel entrance is visible, featuring a grand awning adorned with lights and elegant planters filled with flowers. Large glass windows showcase nearby upscale shops, including Tiffany & Co. High ceilings and classic architectural details contribute to the distinguished atmosphere.
Hotel room in Back Bay
4.94 out of 5 average rating, 163 reviews

Timeless Stay | Freedom Trail. Fitness Center

Explore a beautifully reimagined luxury hotel, The Newbury Boston, where the bustle of the Back Bay is your playground and the idyllic Boston Public Garden your front yard. Attractions just nearby: ✔Boston Expressionist paintings and Chinese ceramics at Museum of Fine Arts ✔Deep dive into history at Boston’s Tea Party Museum ✔Sharks, rays, penguins at New England Aquarium ✔400 years of Boston’s history and the story of nation’s pursuit of liberty, Freedom Trail ✔Downtown Boston

Top Guest favourite
A functional kitchen area is shown, featuring a corner layout with wooden cabinets and marble countertops. A double sink is positioned under the cabinet, while a white stove is situated next to a vintage wall clock. Fresh flowers are displayed in a vase on the counter.
Apartment in South End
4.96 out of 5 average rating, 421 reviews

Charming South End Duplex (Pets Ok)

Ground floor duplex with backyard. In the heart of the South End. The best restaurants and coffee shops in Boston are within 1-2 blocks. We are pet friendly with a dog park 1 block away. A Victorian brownstone with 2 floors and a big backyard. 2 separate bedrooms (queen beds) with exposed brick and heavy duty AC units in each BR. The third bed is a queen sized Serta air mattress(easily inflatable) A massive parlor level, very spacious. Easily the best neighborhood in Boston.

Guest favourite
A vibrant exterior view of The Verb Hotel showcases a retro red bus alongside the building's large 'Verb' mural. Lush greenery surrounds the area, and Fenway Park's stadium lights are visible in the background, highlighting the connection to the iconic ballpark.
Hotel room in Back Bay
4.89 out of 5 average rating, 305 reviews

Steps from Fenway Park + Free Breakfast & Pool

Stay steps from Fenway Park in a hotel that lives and breathes rock ‘n’ roll. At The Verb, you’re not just checking into a room—you’re stepping into a retro-cool experience with a vinyl library, record players in every room, and a year-round outdoor pool. Whether you’re catching a game, exploring Boston’s iconic music scene, or sipping cocktails poolside, this stay is anything but ordinary. It’s fun, loud (in a good way), and full of personality—just like the city around it.

Guest favourite
Apartment in Fenway-Kenmore
4.91 out of 5 average rating, 45 reviews

Kasa Boston at Fenway | Two Bedroom

With its prime location and exceptional amenities, Kasa Boston at Fenway is the ideal home in the heart of the city. Enjoy our fully furnished apartments with kitchens, in-unit laundry, and access to the fitness center. Just steps from Fenway Park, the Longwood Medical Area, restaurants and attractions, it’s perfect for short visits or extended stays. Our tech-enabled apartments offer 24/7 guest support through our Virtual Front Desk accessed via mobile device.

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, 528 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.

A bright living area is equipped with a flat-screen television on a modern cabinet. Comfortably arranged seating includes a gray sofa and a cozy armchair. A coffee table with a marble top sits atop a woven rug, while natural light enters through a large window.
Apartment in Back Bay
4.78 out of 5 average rating, 220 reviews

Bay Village Charm | 99 WalkScore | Short/Long Stay


This 1bed, 1bath apartment has laundry in the basement of the building and located on a quiet street just 2 minutes from the Boston Public Gardens.  Large windows let in lots of light! Fully stocked kitchen has everything you'd need to cook a basic meal.  The unit is accessible by self-check-in via our smart lock system. 
 Its a 10 min trip to Mass General Hospital by car or Public Transportation and the walk is about

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
4.88 out of 5 average rating, 172 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

Apartment in South End
4.67 out of 5 average rating, 12 reviews

Affordable & Simple Chic Studio

Bay Village Suites welcomes you to stay in one of our recently renovated high efficiency micro-apartments. At just 180 square feet the suite is beautifully furnished and because of its size we are able to offer exceptional prices! For all locals & stays 7+ nights, a copy of your license and proof of work in town is required within 24 hours of booking.

Popular amenities for Bay Village holiday rentals