Holiday houses in Bay Village

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Top-rated holiday rentals in Bay Village

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Top Guest favourite
Home in Downtown
5 out of 5 average rating, 10 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

Guest favourite
The open-plan living area features large floor-to-ceiling windows filling the space with natural light. A combination of a leather sofa and a cozy white couch is accompanied by a glass coffee table. A sleek dining table is positioned beside the modern kitchen, showcasing granite countertops.
Condo in Downtown
4.95 out of 5 average rating, 108 reviews

Spacious, Sun~filled Brownstone in Heart of Boston

Welcome to your elegant, luxury condo quality 3 bed 3 bath in the HEART of Boston: 5-10 min walk to Boylston, Copley, Boston Commons, Newbury, Prudential, Back Bay, South End & etc! This expansive, sun-drenched duplex offers a tranquil residential vibe in the center of Boston. Admire the dreamy, modern decor of the open-plan living space & peaceful surroundings. Perfect for weekend getaway, business trip, staycation, work-from-home, or relaxing home base while exploring all Boston has to offer.

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
4.8 out of 5 average rating, 452 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.

Guest favourite
A cozy bedroom features a spacious bed with a grey blanket and decorative pillows. Natural light filters through two sheer-curtained windows. A wooden dresser and lamp complement the room, while a vibrant artwork adds a pop of color. A ceiling fan with light is visible.
Condo in Beacon Hill
4.96 out of 5 average rating, 105 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Guest favourite
A modern dining area features a round table surrounded by four white chairs, with light wood flooring continuing into the space. Glass pocket doors provide a view of the bedroom, where a spacious bed is visible. A decorative light fixture complements the contemporary design.
Apartment in Cambridgeport
4.91 out of 5 average rating, 503 reviews

Luxury 1BR APT w/ parking by MIT/Harvard/BU/Fenway

Stunning private one bedroom apartment! Newly renovated, luxury retreat, with free off-street parking, queen sized memory foam bed, 55'' TV with free cable & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own full, modern kitchen with new, high-end appliances. Next to MIT, Harvard, BU, Kendall Sq, Boston, Fenway Park, Red & Green lines, Charles River, Flour Bakery, Whole Foods & Trader Joe's. This garden-level unit is immaculate and professionally cleaned.

Top Guest favourite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Condo in Cambridgeport
4.92 out of 5 average rating, 810 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Guest favourite
Private room in Fort Hill
4.93 out of 5 average rating, 517 reviews

AKBrownstone: modern treetop skyline view by T

🏠 Live like a local: designed bedroom, in a classic Boston Brownstone đŸšŸ Frequently professionally maintained home, clean shared bathroom 🚇 5 mins walk to the T (Orange Line Subway), 3 stops to city center 👣 Walk to Longwood Medical Area, Museum of Fine Arts, Northeastern, & Fenway Park 🌳 Sunny west/north windows looking over the treetops & partial city skyline đŸ‡ș🇾 Located in residential & historic Fort Hill/Highland Park, free street parking

Superhost
Apartment in South End
4.76 out of 5 average rating, 58 reviews

(W4)South End, Blackout Curtains, Safe &Convenient

🌆 Welcome to Boston’s South End! Stay in one of Boston’s most historic and culturally rich neighborhoods, known for its brownstones, tree-lined streets, and vibrant local scene. From Worcester St, you’re just a short walk to Tremont St’s acclaimed restaurants, cozy cafĂ©s, art galleries, and boutique shops. Perfectly situated for exploring the rest of Boston—whether for leisure, business, or medical stays. Charming, convenient, and well-located.

Superhost
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 Bay Village
4.87 out of 5 average rating, 132 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

The living area features a green sofa positioned across from a sleek television. Natural light filters in through two large windows, enhancing the space. An armchair and a small dining table are visible, while decorative plants and a contemporary lamp add a touch of style.
Apartment in Downtown
4.7 out of 5 average rating, 191 reviews

Airy 1BR Walkable to Everywhere in Boston | W+D

Standard furnished 1 bedroom apartment in Old Fashioned Boston Building just about 500 feet from the Boston Common. Features include: Touchless Check-in Wifi + all utilities included Fully Stocked Kitchen This Apt features a large living space + tall ceilings! It is located on the 2nd floor of a walk up building, so please keep that in mind when booking!

Top Guest favourite
A private patio area features a circular black table surrounded by four red cushioned chairs. Lush green plants and floral arrangements border the space, while decorative elements enhance the garden ambiance. Soft light filters through the leafy surroundings, creating a serene outdoor retreat.
Condo in South End
4.99 out of 5 average rating, 154 reviews

Great South End / Back Bay location! 1 bed condo

Lic# STR-445571. You can't beat this location! Street and garden level duplex condo in Boston's South End, two blocks from the Back Bay T and Amtrak station. So close to everything! Duplex unit with bedroom on main level (rear) and bathroom, kitchen and living room downstairs on garden level with private patio with grill. No cleaning fee.

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 out of 5 average rating, 27 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

Quick stats about holiday rentals in Bay Village

  • Total rentals

    230 properties

  • Total number of reviews

    9.6K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

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