Holiday rentals 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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Guest favourite
An open living space features large bay windows allowing natural light to fill the room. Elegant wooden floors complement the modern furnishings, including a dining table set for two, a cozy seating area with leather chairs, and a dedicated work desk. A fireplace adds warmth to the ambiance.
Flat in Fenway-Kenmore
4.93 out of 5 average rating, 46 reviews

Charlesgate Suites: Renovated & Ready To Host You!

Welcome to Charlesgate Suites! We eagerly await the opportunity to host you in our recently renovated hotel, which has undergone a stunning transformation from a traditional B&B into a trendy & dynamic space. With no front desk & a seamless self check-in, we ensure a hassle-free arrival experience. Each of our exquisitely designed rooms showcases the perfect balance of modern aesthetics & comfort, featuring stylish West Elm furnishings. Please note this room is on the 2nd floor with no elevator.

Top guest favourite
A studio space features a spacious bed with a decorative coral blanket and neatly arranged towels. A dining table with two chairs sits adjacent to a kitchenette equipped with basic appliances. Light wood flooring complements the overall layout, which is brightened by overhead lighting and wall decor.
Flat in Back Bay
4.88 out of 5 average rating, 179 reviews

Walk everywhere! Location! Location! Cute studio!

Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores, and more. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

Guest favourite
A spacious living room features exposed brick walls and large windows allowing natural light to fill the space. A comfortable sofa is complemented by a rocking chair. A coffee table sits on a patterned area rug, and a TV is positioned on a modern entertainment unit.
Flat in South End
4.89 out of 5 average rating, 384 reviews

Charming South-End condo with large outdoor patio

Elegant and spacious 1BR loft on the 1st floor of a classic South End brownstone. Features a large private deck with outdoor seating, washer and dryer, fully equipped stainless steel and granite countertop kitchen. Located in the heart of Boston’s historic South End—just steps from great restaurants, major landmarks, iconic tourist attractions, top universities, and public transit. Thoughtfully designed for comfort, style, and a warm welcome. Please see Policies and House Rules for more details

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Flat in Brighton
4.96 out of 5 average rating, 133 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
A modern living area features a light-colored sectional sofa and two patterned chairs arranged around a small table. A wall-mounted television is positioned above a sleek fireplace, surrounded by built-in shelving displaying decorative items. Natural light filters through sheer curtains.
Home in Central Square
4.87 out of 5 average rating, 248 reviews

Tribeca chic | 2 BR w/private patio

Welcome to our cozy, beautiful, newly renovated home! The house includes free wifi, washer/dryer, recently renovated kitchen along with a dedicated patio. A 2-minute walk to Shaws grocery store & shopping plaza (Marshalls, etc.). A 10-minute walk to the MBTA (silver/blue line). 4-minute drive to Logan Airport. Top-rated restaurants, waterfront, city views, & easy access to downtown Boston. Please note that hosts occupy the bottom floor and are available 24/7 for whatever you may need!

Guest favourite
Wooden pilings extend vertically from the calm water, their reflections creating a series of vertical lines. In the background, sailboats are visible moored gently, while a clear blue sky complements the serene atmosphere of the harbor.
Houseboat in North End
4.95 out of 5 average rating, 41 reviews

Endless Summer: Oceanside Views

Stay a weekend. Stay a week! All of the amenities of home are included in this spectacular apartment-on-the-water in the heart of Boston's North End. Enjoy amazing harbor views and cool ocean breezes in the light-filled stateroom. Prepare breakfast in the fully stocked chef's kitchen, complete with stainless steel appliances and a granite island. Invite friends over for drinks on the enormous deck. This is truly Boston's most unique and memorable vacation experience.

Top guest favourite
A bright and cozy studio features a queen bed alongside a sleeper sofa, with an elegant coffee table positioned in front. A decorative fireplace sits against the wall, and bookshelves hold various books. Natural light floods the space through adjacent windows.
Guest suite in Back Bay
4.98 out of 5 average rating, 103 reviews

Cozy studio in Bay Village near Public Garden

This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

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.

Guest favourite
The living room features a comfortable sofa adorned with decorative pillows, complemented by two large, framed black-and-white photographs on the walls. A small coffee table sits in front, with a remote control placed atop. Soft lighting is provided by lamps beside the sofa.
Flat in North End
4.98 out of 5 average rating, 40 reviews

North End 1 BR + Patio in Little Italy

Newly renovated 1 Bedroom | 1 Bath ground-level apartment located in Boston's historic North End. This full floor condo is located on the ground floor and offers central A/C, brand new kitchen and bath, a cozy living room, direct access to a private patio, and new hardwood floors, and access to a common roof deck! This apartment is located by the corner of Charter and Henchman Street and you are only 1 block from Hanover Street and the waterfront.

Guest favourite
Apartment in Downtown
5 out of 5 average rating, 5 reviews

706B New King Bed Boston Studio By Hospital Subway

✨BRAND NEW✨ 1 King-Bed Luxury Studio with private upgraded bathroom & fully-stocked kitchen, located right at Boston Commons and Downtown! NO SHARING OF RESTROOMS OR KITCHEN! *No children under 12. 📍 Centrally located to be able to walk anywhere needed and 200-400 ft. to multiple T stops 🚊. Perfect for traveling professionals, mid-term stays and more! ALL UTILITIES INCLUDED. 451 sq. feet. 7th floor. Elevator access, no stairs.

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, 371 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.

Top guest favourite
A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.
Flat in Fort Hill
4.97 out of 5 average rating, 397 reviews

Light-Filled Luxury Apartment with View

Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

Popular amenities for Downtown holiday rentals

When is the best time to visit Downtown?

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Avg. price$186 SGD$186 SGD$237 SGD$273 SGD$306 SGD$327 SGD$309 SGD$311 SGD$306 SGD$275 SGD$243 SGD$215 SGD
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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    1,030 of Downtown holiday rentals include wifi 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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