Holiday rentals in Bay Village

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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
The living area features a decorative fireplace and a 55-inch smart TV mounted above the mantel. Two large windows allow natural light to fill the space, with soft furnishings and a cozy ambiance created by tasteful decor and a chandelier.
Flat in South End
4.99 out of 5 average rating, 259 reviews

Astonishing 1 Bed South End Boston's Best Location

Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Guest favourite
Home in Back Bay
4.96 out of 5 average rating, 27 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 modern kitchen area is visible, featuring sleek cabinetry and stainless steel appliances. A breakfast bar with two red stools offers a cozy dining option. Gleaming hardwood floors extend into the adjoining living space, illuminated by natural light from nearby windows.
Flat in South End
4.97 out of 5 average rating, 301 reviews

S End/B Bay border! Copley Location- Perfect 1 Br

Elegant, Spotless and Perfectly Located on the South End/Back Bay border! Best Location in Boston! Picturesque & serene Lawrence Street. Pristine, Sleek & beautifully furnished 1 bdrm 1 bath home. 1 block to Copley Sq/Pru, Back Bay station. 3 blocks to Newbury St. Gleaming hardwood floors, full kitchen with SS appliances, and granite counters. Large bedroom with en-suite bathroom. Private Washer & Dryer. Brick paved, tree-lined, quiet street in the historic South End district. Walk score 98!

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Apartment in North Salem
4.95 out of 5 average rating, 101 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

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.
Flat in South End
4.96 out of 5 average rating, 405 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 cozy living area is highlighted by a wooden floor and large windows, offering street views. A green armoire is positioned against a wall, complemented by a wooden dining table and chairs. A stylish lounge chair and a striped rug add character to the space.
Flat in South End
4.87 out of 5 average rating, 150 reviews

The Upton - The Upton Boston, South End

See more photos at our IG @theuptonboston The Upton was designed to be the ideal home base. Staying here means you are next to restaurants, shopping, site-seeing, & visiting family in the South End. Ideal for business travel or tourism. Our guests choose us for our historic charm and perfect location. The Upton features 2 dining (or work) spaces with expansive Victorian windows giving way to views of Tremont Street & a leafy, calm side street. We look forward to hosting you.

Guest favourite
A small private studio apartment is shown at the corner of a quaint street. The building features a gray exterior with black shutters and several windows. Nearby, tree-lined streets and street lamps enhance the neighborhood's charm.
Guest suite in Beacon Hill
4.86 out of 5 average rating, 843 reviews

Second Oldest Home in Beacon Hill

Small private studio apartment built in 1789, located at the top of Beacon Hill. It is next door to the oldest house in Beacon Hill and is close to many tourist attractions while still being in a quiet local neighborhood. You will be with in 5 minutes of the Massachusetts State House and the oldest park in the country known as the Boston Common. You will also be within walking distance of Back Bay and the North End. We welcome you to our small home in Beacon Hill.

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.
Flat in Chinatown
4.83 out of 5 average rating, 503 reviews

Think Spring! 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 dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.
Apartment in Beacon Hill
4.97 out of 5 average rating, 348 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

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.
Apartment in South End
4.99 out of 5 average rating, 107 reviews

1 Bedroom Apartment in Boston/South End

One bedroom condo on parlor level on quiet South End street. Convenient to all the restaurants, Back Bay, Financial District, Downtown. There are stairs leading to the building. Full size bed, full-size tub with shower in bathroom. Wi-Fi. Listing is for the full apartment. Two guests only. No one under 18. No visitors or parties. There is no street or designated parking. Best for one or two people visiting and enjoying the city.

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.
Apartment in Bay Village
4.87 out of 5 average rating, 150 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

Top guest favourite
A cozy living room is depicted, featuring a brown sofa, two accent chairs in light blue, and a dark coffee table. A textured area rug anchors the seating area. Exposed brick walls provide a warm backdrop, while soft lighting enhances the inviting ambience.
Flat in North End
4.95 out of 5 average rating, 372 reviews

Large 1-Bed. Condo in the Heart of the North End

Perfectly appointed, clean and comfy 1 bedroom condo unit steps from the Old North Church in Boston's historic North End. A full kitchen, a full bathroom with shower & washer/dryer, one bedroom with a comfy queen bed, a living room with one sofa bed, and a dining room with ample room all make this the perfect place to plop down during your visit to Boston. Centrally located, quiet and private.

Popular amenities for Bay Village holiday rentals

When is the best time to visit Bay Village?

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Quick stats about holiday rentals in Bay Village

  • Total holiday rentals

    Explore 260 holiday rentals in Bay Village

  • Verified guest reviews

    Over 10,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    250 of Bay Village holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bay Village rentals

  • 4.5 Average rating

    Bay Village stays receive an average rating of 4.5 out of 5 from guests

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