Wellesley Holiday Rentals, Boston: Private House Rentals

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Our top choices for Wellesley hotels

A bar area with a long counter, multiple televisions displaying sports, and several seating options.

A snack and treat section with shelves stocked with various snacks, a chalkboard with a message, and two refrigerated display cases.

A spacious kitchen with a long island, bar stools, and shelves with kitchenware.

A hotel room with a sofa, armchair, desk, chair, television, and a mirror.

1. Hampton Inn Boston Natick

Natick

Deborah

2.948.891 ₫

3.293.911 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A modern lobby with a sectional sofa, blue round tables, and a display of colorful items on shelves.

A modern kitchen with a central island, bar stools, and a dining area with a long table.

A modern lounge area with seating, a bar, and a display of decorative items.

An indoor swimming pool with a no diving sign, a lifeguard chair, and a wheelchair-accessible lift.

2. Hampton Inn & Suites Boston/Waltham

Waltham

Christopher

3.716.513 ₫

4.151.345 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a leather sofa, two round wooden tables, a flat-screen TV mounted on a textured wall, and a glass partition with a view of the outdoors.

A modern lounge with a large window, comfortable seating, a flat-screen TV, and a map mural on the wall.

A classical building with a central dome and columns, surrounded by trees.

An indoor swimming pool with clear glass walls, a tiled floor, and several chairs and tables along the side.

3. Four Points by Sheraton Boston Newton

Newton Corner

Samantha

2.836.865 ₫

3.168.778 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious indoor area with a long dining table, multiple seating arrangements, and a ceiling with hanging lights.

A hotel room with a wooden cabinet, a sofa, a coffee table, and a TV.

A spacious lobby with a reception desk, seating area, and a staircase leading to an upper level.

4. Embassy Suites by Hilton Boston Waltham

Waltham

Wesly

3.412.517 ₫

3.811.782 ₫ total

includes taxes & fees

5 Nov - 6 Nov

An outdoor patio area with a fire pit, seating, and a grill.

A rooftop pool area with a pergola, seating, and a view of the surrounding buildings.

A modern lobby with a sofa set, coffee table, and chairs. There are framed artworks on the wall and a large chandelier.

A modern hotel with a prominent 'Hyatt House' sign, featuring a symmetrical facade, large windows, and a landscaped entrance area.

5. HYATT house Boston/Waltham

Waltham

Kayla

3.699.696 ₫

4.132.561 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern café with a chilled beverage fridge, a frozen section, and a variety of snacks and drinks.

A snack bar with various food items and a refrigerated section.

A Hilton Garden Inn with a symmetrical facade, large entrance, and a covered walkway.

A large indoor swimming pool with clear water, surrounded by lounge chairs and tables, and large windows offering views of the outdoors.

6. Hilton Garden Inn Boston/Waltham

Waltham

iram

3.254.698 ₫

3.635.497 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with clear water, surrounded by windows and covered by large, neutral-colored canopies.

A bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.

A spacious lobby with a reception desk, a leather sofa, and a modern ceiling design.

A multi-story hotel with balconies, a restaurant on the ground floor, and a stone facade.

7. Best Western Plus Waltham Boston

Piety Corner

Hope

3.200.625 ₫

3.575.098 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A covered outdoor seating area with stone walls, green sofas, and a central fire feature.

A reception area with two counters, a stone wall, and a display of local delights.

A modern gym with various exercise equipment, large windows, and a wooden floor.

A modern living room with a green sofa, a blue bench, and a wooden coffee table. There is a large window providing a view of the outdoors.

8. Hilton Garden Inn Boston Canton

Canton

DeAnna

3.496.601 ₫

3.905.703 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a TV, and a window with curtains.

A modern building with a covered entrance, multiple windows, and a parking lot.

A modern kitchen with grey cabinetry, a black countertop, and a yellow chair.

A modern kitchen with grey cabinetry, a black countertop, and a vase with yellow flowers.

9. The Inn on Arsenal

Watertown

Donna

3.205.386 ₫

3.580.416 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.

A couple walking on a sidewalk with a restaurant named "THE DAGNY" in the background.

A grand lobby with a large arched entrance, a high ceiling with a detailed mural, and a view of the street outside.

A library with leather sofas, bookshelves, and a large chandelier.

10. The Dagny Boston

Downtown Boston

Scott

6.496.459 ₫

8.468.940 ₫ total

includes taxes & fees

8 Nov - 9 Nov

11. Comfort Inn - Dedham-Boston MetroWest

Dedham

Kailey

3.156.901 ₫

3.526.258 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a fireplace, seating area, and large windows.

A modern interior with a large artwork of a musician, seating areas, and large windows.

A modern hotel lobby with round tables, comfortable seating, large windows, and a view of the city.

A hotel room with a bed, a desk with a TV, a large window with curtains, and a city view.

12. Hampton Inn & Suites Watertown Boston

Watertown

Gina

4.156.337 ₫

4.642.628 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with a fire pit, sofas, and chairs.

A modern dining area with a view of the city, featuring a mix of seating arrangements and contemporary lighting fixtures.

A red building with a sign reading "Boston Tea Party - Ships & Museum" docked by a waterway with a tall ship and a smaller boat.

A modern building with a flat roof and large windows, situated by a calm body of water with a chain barrier in the foreground.

13. Hyatt Place Boston/Seaport District

Seaport District

Levi

5.045.040 ₫

5.874.949 ₫ total

includes taxes & fees

9 Nov - 10 Nov

The exterior of the Harborside Inn Boutique Hotel with a glass entrance, numbered room 185, and two large potted plants at the entrance.

A modern lobby with leather seating, tables, and a large chandelier.

An outdoor cafe with tables and chairs, a building entrance, and a street sign.

A bar area with multiple seating options including bar stools and tables, a well-stocked liquor display, and a television screen.

14. Harborside Inn Of Boston

Downtown Boston

Sabrina

5.797.915 ₫

6.751.673 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A bar area with a city view, bar stools, and a bar counter.

An outdoor seating area with a green sofa, a blue chair, and red chairs.

A modern building with a curved facade, large windows, and a glass entrance.

A modern lobby with a blue sofa, colorful ottomans, and a large window with a city view.

15. citizenM Boston Back Bay

Fenway–Kenmore

Melissa

5.329.632 ₫

6.206.357 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A cityscape with a prominent hotel featuring a classic facade, a modern high-rise, and a historic building with arched windows.

A hotel room with a large bed, a sofa, a desk, and a TV. There are large windows with a city view.

A modern dining area with a city view, white furniture, and a blue patterned rug.

A modern hotel room with a large window offering a city view, a sofa, a coffee table, a dining area, and a flat-screen TV.

16. The Westin Copley Place, Boston, a Marriott Hotel

Back Bay

Jean

7.016.486 ₫

9.225.242 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.

A woman seated in a chair reading a book in a room with a fireplace, wooden floor, and decorative wall panels.

A Seaport Hotel with a modern entrance, large windows, and a blue awning.

An indoor swimming pool with a skylight ceiling, seating area with cushions, and a 'No Diving' sign.

17. Seaport Hotel Boston

Seaport District

Kathleen

4.891.102 ₫

6.578.183 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sectional sofa, a round coffee table, and a chandelier.

Two people dining at a restaurant with various dishes and drinks on the table.

A hotel room with a large bed, two armchairs, a sofa, a small round table, and a mirror.

A modern hotel room with a grey sofa, a matching armchair, a small round table with a book and a plant, and a large window with a city view.

18. Hyatt Regency Boston

Downtown Boston

Allison

4.633.675 ₫

6.301.435 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A restaurant with wooden flooring, multiple dining tables, and hanging chandeliers.

A grand hallway with marble walls, a staircase, and elegant seating.

A bar area with a long counter, multiple bar stools, and a decorative mural on the wall.

A grand arched doorway with intricate moldings and a modern light fixture above.

19. The Godfrey Hotel Boston

Downtown Boston

Adriana

5.192.510 ₫

7.251.796 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.

A modern hotel lobby with a bar area, seating arrangements, and a fireplace.

A hotel room with a large bed, a desk, a chair, and a view of a cityscape through a large window.

A modern living room with a city view, featuring a sofa, armchairs, a coffee table, and a dining area.

20. Omni Boston Hotel at the Seaport

Seaport District

joanne

6.809.510 ₫

8.984.217 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Where to stay in Wellesley

Find the best Wellesley areas for the activities you enjoy most.

Babson Park

A city skyline with modern skyscrapers and a historic building with a dome.

Babson Park

Babson Park is well liked for its restaurants and shopping. If you're hoping to see more of the larger area, Massachusetts Horticultural Society's Gardens at Elm Bank and Moody Street Historic District are some interesting sights nearby to check out.

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Stay near popular Wellesley attractions

Wellesley College

7.0/10 (76 reviews)

Wellesley College enchants visitors with its 500-acre landscape featuring Lake Waban and notable architecture. Explore the Davis Museum's art collection or stroll through the beautiful Botanic Gardens.

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Massachusetts Horticultural Society's Gardens at Elm Bank

Explore thirteen distinct gardens at this 36-acre horticultural haven, from the historic Italianate Garden to the Trial Garden. Stroll through vibrant seasonal blooms and find inspiration in landscape designs.

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Wellesley College Botanic Gardens

Explore the great outdoors at Wellesley College Botanic Gardens, a lovely green space in Wellesley. While you're in the area, wander around the gardens.

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Keohane Sports Center

The Keohane Sports Centre serves as Wellesley College's athletic hub for 13 varsity teams. Visitors can enjoy state-of-the-art fitness equipment, indoor track, and Olympic-sized pool when guest access is available.

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Hunnewell Tennis Center

Eight well-maintained hard courts await tennis enthusiasts at this local Wellesley facility. Reserve through PlayLocal if you're a resident or enjoy evening play with a seasonal night tag.

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Learn more about Wellesley

Stroll through the picturesque campus of Wellesley College, where you can admire stunning architecture and lush gardens. Don't miss the Davis Museum's impressive art collection or a peaceful walk around Lake Waban's scenic shores.

See all hotels in Wellesley

A church with a tall steeple, surrounded by autumn-colored trees and residential buildings.

Top Wellesley Hotel Reviews

Hyatt Regency Boston

10/10 Excellent

"Great hotel. Close to the Macy and downtown Boston."

Encore Boston Harbor

10/10 Excellent

"I have been waiting to stay at one of these properties the Wynn or encore. I was so impressed and floored, the room was perfect the view was spectacular I didn’t want to leave the room. The gym was great with amazing machines. I was really impressed with the hospitality I can’t wait to stay at another."

Omni Boston Hotel at the Seaport

10/10 Excellent

"Amazing hotel in the heart of Seaport! Attentive staff, amazing rooms, and great restaurants on location!"

Hilton Boston Park Plaza

8/10 Good

"Very small room for paying over 2000 for 3 nights. Staff were great. No fridge in room. Great location."

citizenM Boston North Station

10/10 Excellent

"Modern layout. This hotel was 2 mins from the North End train station. It is a super convenient location. You could walk to everything if you wanted to. I would definitely stay here again."

The Dagny Boston

8/10 Good

"Very central to the action. Restaurants, including a great Irish Pub next door plus the freedom trail and harbour"

The Midtown Hotel MOD Collection by Sonesta

8/10 Good

"Clean room. Comfy beds and pillows. Bathroom fans were super loud in our room. Convenient walking distance everywhere. Use bus or subway to get around. A reflection pool across street. Limited junk pre packaged items for breakfast. These will quickly raise your blood sugar. Room has fridge, hair dryer. Too expensive but offered little amenity. They were updating hall carpets. A convenient filtered water refill station near the main lobby. They charge you for parking."

Garner Hotel Brockton - Boston by IHG

10/10 Excellent

"The hotel room was very clean and nice it was me and my daughter and her friend we stayed in room with 2 queen beds and it was great . They had a small fridge and microwave and everything was spotless they have ice machines and a small snack place to buy snacks they also have a laundry room but you do have to pay. The pool looked really nice and they give you a standard breakfast. I deff would stay there again ."

The Westin Copley Place, Boston, a Marriott Hotel

10/10 Excellent

"10/10 stay!"

More cheap stays in Wellesley

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA

2.260.954 ₫

2.525.485 ₫ total

7 Nov - 8 Nov

includes taxes & fees

Motel 6 Framingham, MA - Boston West

1668 Worcester Rd Framingham MA

2.670.767 ₫

3.034.786 ₫ total

26 Oct - 27 Oct

includes taxes & fees

enVision Hotel Boston Everett

1834 Revere Beach Pkwy Everett MA

2.760.646 ₫

3.083.642 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Lakeside Inn

595 North Ave Wakefield MA

2.810.476 ₫

3.139.302 ₫ total

8 Nov - 9 Nov

includes taxes & fees

The Inn on Arsenal

100 N Beacon St Watertown MA

3.205.386 ₫

3.580.416 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (503 reviews)

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA

3.236.846 ₫

3.615.557 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Hotels in Wellesley with star rating

Frequently asked questions

What's the seasonal weather like in Wellesley?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Wellesley is 1225 mm.

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Book Hotels in Wellesley on Expedia.com

Find hotels in Wellesley, MA from 2.525.485 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wellesley

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Wellesley hotels

1. Hampton Inn Boston Natick

2. Hampton Inn & Suites Boston/Waltham

3. Four Points by Sheraton Boston Newton

4. Embassy Suites by Hilton Boston Waltham

5. HYATT house Boston/Waltham

6. Hilton Garden Inn Boston/Waltham

7. Best Western Plus Waltham Boston

8. Hilton Garden Inn Boston Canton

9. The Inn on Arsenal

10. The Dagny Boston

11. Comfort Inn - Dedham-Boston MetroWest

12. Hampton Inn & Suites Watertown Boston

13. Hyatt Place Boston/Seaport District

14. Harborside Inn Of Boston

15. citizenM Boston Back Bay

16. The Westin Copley Place, Boston, a Marriott Hotel

17. Seaport Hotel Boston

18. Hyatt Regency Boston

19. The Godfrey Hotel Boston

20. Omni Boston Hotel at the Seaport

Where to stay in Wellesley

Babson Park

Stay near popular Wellesley attractions

Wellesley College

Massachusetts Horticultural Society's Gardens at Elm Bank

Wellesley College Botanic Gardens

Keohane Sports Center

Hunnewell Tennis Center

Learn more about Wellesley

Top Wellesley Hotel Reviews

Hyatt Regency Boston

Encore Boston Harbor

Omni Boston Hotel at the Seaport

Hilton Boston Park Plaza

citizenM Boston North Station

The Dagny Boston

The Midtown Hotel MOD Collection by Sonesta

Garner Hotel Brockton - Boston by IHG

The Westin Copley Place, Boston, a Marriott Hotel

More cheap stays in Wellesley

Extended Stay America Suites Boston Westborough Computer Dr

Motel 6 Framingham, MA - Boston West

enVision Hotel Boston Everett

Lakeside Inn

The Inn on Arsenal

Best Western Adams Inn Quincy-Boston

Hotels in Wellesley with star rating

Frequently asked questions

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