Holiday houses in Downtown

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Top-rated holiday rentals in Downtown

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

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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.

Superhost
A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.
Condo in South Boston
4.87 out of 5 average rating, 122 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

Superhost
The living area features exposed brick walls that add character, with two large windows allowing natural light. A comfortable sofa is positioned with a coffee table in front, and a TV is mounted on a modern sideboard. A cozy accent chair completes the space.
Apartment in Downtown
4.76 out of 5 average rating, 371 reviews

Large Loft Steps From Boston Common | Short Stays

This 3 Bed, 2 Bath apartment with Laundry in unit is available for both long and short term rental. Operated by Remedy Homes, a provider of short term medical stays, this beautifully designed and furnished loft is located right in the heart of Boston. Two Queen beds and one Full Sized Bed and two full bathrooms. The unit is on the 3rd floor and is completely accessible by a self-check-in, meaning you will be able to minimize exposure. On-site security and 2 elevators is a big plus!

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.

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 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
Apartment in Beacon Hill
4.86 out of 5 average rating, 442 reviews

Beacon Hills Studio next to State house

Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.

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
4.97 out of 5 average rating, 184 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-queen bed, also sofa in living room can become a 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
Apartment in Boston
5 out of 5 average rating, 11 reviews

Stylish Boston Getaway | Rooftop & Fireplace

Welcome to your Boston retreat! This stylish 1-bedroom on a charming cobblestone street offers comfort and unbeatable walkability. Enjoy the quiet Bay Village residential feel while being just steps from the Back Bay, South End, Chinatown and Theater District. Start your day with coffee on the shared rooftop or unwind by the fireplace after exploring the city.

Guest favourite
The living room features a U-shaped sofa with a light-colored throw blanket, a decorative fireplace, and a 60” flat-screen TV. A wooden table and two armchairs create a cozy conversation area, while a piece of wall art depicting sailboats adds visual interest to the space.
Apartment in North End
4.92 out of 5 average rating, 345 reviews

North End 2 BR | 1 BA Duplex in Little Italy

Newly renovated 2 Bedroom | 1 Bath garden-level duplex is located in Boston's historic North End. This spacious 850 sqft condo is located on the ground floor and basement and offers central A/C, brand new kitchen and bath, lots of space, and new hardwood floors. We are steps to the waterfront and to all the great Italian restaurants!!

Top Guest favourite
An open living area features a gray sofa facing a television on a low console. A wooden dining table with stylish chairs is positioned near the windows, which are dressed with light-colored curtains that allow natural light to fill the space.
Loft in Downtown
4.98 out of 5 average rating, 266 reviews

King Bed Loft in the Heart of Downtown Boston

Welcome to our spacious, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Enjoy the newly tiled bathroom and a super comfortable king bed with 100% cotton linens.

Popular amenities for Downtown holiday rentals

When is the best time to visit Downtown?

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Avg. price$245 NZD$245 NZD$313 NZD$360 NZD$404 NZD$431 NZD$407 NZD$411 NZD$404 NZD$490 NZD$338 NZD$260 NZD
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Quick stats about holiday rentals in Downtown

  • Total holiday rentals

    Explore 1,030 holiday rentals in Downtown

  • Verified guest reviews

    Over 53,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 of Downtown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Downtown rentals

  • 4.6 Average rating

    Downtown stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Downtown's top spots, include Boston Common, New England Aquarium, and Boston Public Garden

Destinations to explore

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