Holiday houses in Bay Village

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Top-rated holiday rentals in Bay Village

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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.
Apartment in Shawmut
4.99 out of 5 average rating, 257 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
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
4.96 out of 5 average rating, 117 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.

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.
Apartment in South End
4.97 out of 5 average rating, 300 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
Condo in Beacon Hill
4.96 out of 5 average rating, 123 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
The living room features a grey sofa adorned with blue accent pillows, paired with two blue chairs. A coffee table with a glass top sits in front, and light enters through windows with white shutters. The hardwood floor adds warmth to the space.
Condo in Beacon Hill
4.91 out of 5 average rating, 501 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles 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.

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.
Apartment 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 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 Chinatown
4.83 out of 5 average rating, 500 reviews

Special Winter Rates! Private Deck Parking 4 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
A spacious sleeping area is shown featuring a metal frame bed with a blue checkered bedding set. Dark wood furniture, including matching cabinets and a mirror, complements the room. A door to the right provides access to the unit, while a paddle board hangs on the wall.
Apartment in Back Bay
4.96 out of 5 average rating, 505 reviews

Cozy Back Bay Boston Retreat!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Much like rest of Back Bay, the space and finishes have a Victorian era feel with some updates made throughout the decades. I hope you can relax and feel at home!

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, 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.

Top Guest favourite
A bright bedroom features a spacious bed with a patterned blue and white coverlet. Natural light enters through two windows, complemented by circular and square artwork above the headboard. A small table lamp and a side table add functionality to the inviting space.
Apartment in East Cambridge
4.97 out of 5 average rating, 281 reviews

Sunny & Spacious w/FREE parking near Kendall/MIT

Sunny, immaculate & special apartment located in Kendall/E. Cambridge w/700 sq. ft and free parking. This 3rd floor, wood and nature inspired space is perfect for anyone seeking a productive & comfy setting. Welcome basket, plush bedding, & wifi w/separate work space included. Walking distance to Kendall & Lechmere trains. Steps from vibrant Kendall Sq., MIT, Galleria Mall, MOS, Charles River & lots of restaurants.

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 Bay Village
4.87 out of 5 average rating, 143 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 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, 158 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.

Popular amenities for Bay Village holiday rentals

When is the best time to visit Bay Village?

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Avg. price$231 AUD$247 AUD$311 AUD$373 AUD$404 AUD$444 AUD$404 AUD$424 AUD$420 AUD$411 AUD$303 AUD$253 AUD
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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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Bay Village holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bay Village rentals

  • 4.5 Average rating

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

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