Massachusetts Holiday Rentals - Holiday Homes in Massachusetts

Our top choices for Massachusetts holiday rentals

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

1. Crescent Suites Hotel

South Side

kari

RM694 total

includes taxes & fees

31 Oct - 1 Nov

A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

2. Sandcastle Resort and Club

Provincetown

Eugene

RM290 total

includes taxes & fees

25 Oct - 26 Oct

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

3. The Club at New Seabury

New Seabury

Kathleen

RM810 total

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

4. Berkshire Mountain Lodge

Pittsfield

Kathleen

RM482 total

includes taxes & fees

9 Nov - 10 Nov

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

5. Vacation Village in the Berkshires

Williamstown

Pofen

RM411 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

6. Kasa Boston at Fenway

Fenway–Kenmore

Kelly

RM1,268 total

includes taxes & fees

4 Nov - 5 Nov

A pool area with lounge chairs and flags.

7. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

Kim

RM602 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a bed, a desk, a sofa, and a dining area.

8. Charlesgate Suites

Fenway–Kenmore

Ana

RM1,583 total

includes taxes & fees

3 Nov - 4 Nov

A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

9. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

RM1,030 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

South End

Carla Patricia

RM1,349 total

includes taxes & fees

3 Nov - 4 Nov

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

11. Maverick Suites at 28 Fenway

Fenway–Kenmore

Beenish

RM1,029 total

includes taxes & fees

1 Nov - 2 Nov

A room with a sloped ceiling, wooden walls, a bed with red towels, a white dresser, and an air conditioning unit.

12. Charming Family-friendly Getaway in Sandwich!

Sandwich

RM1,760 total

includes taxes & fees

18 Oct - 19 Oct

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

13. Premier Suites - Bay Village

Bay Village

Rosemary

RM647 total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

14. Temple Place Suites

Downtown Boston

Deborah

RM711 total

includes taxes & fees

3 Nov - 4 Nov

A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

15. Global Luxury Suites Downtown Boston

Chinatown

Myah

RM1,120 total

includes taxes & fees

10 Nov - 11 Nov

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Top Massachusetts Hotel Reviews

The Revolution Hotel

8/10 Good

"Enjoy hotel - nice location - a vibe - mostly shared bathroom down the hall but individual shower rooms and not that bad to deal with"

Omni Boston Hotel at the Seaport

10/10 Excellent

"Omni was a great place to stay, within walking distance from both the Silver Line from the airport and to the Black Falcon cruise port. Every staff member was wonderful, helpful and generous. The place is huge, and gorgeous. On our return after our cruise, they let us pay a small fee to hold our luggage so we could visit Boston until our flight later in the day. The food and drinks were good also. I would highly recommend it and would absolutely stay there again."

Encore Boston Harbor

8/10 Good

"I would have given 5+ stars. Best room I've ever had and I travel a lot. Property is beautiful, food was good, staff pleasant, etc. The reason for the 4 stars: 1 - hotel emailed about week before we were to be there and said all amenities may not be available (true, not all restaurants were open, no room service) and beware of picketing in front of property (employees were on strike); 2 - i stayed on the Harbor side 23 floor and we could still hear them beating drums late at night; 3 - it took 3 calls, 2 days and a visit to front desk to have someone to fix the TV (couldn't see the Cowboys lose) Other than that it would have been the Perfect anniversary. You would think the property would have given a voucher, discount or something. I would stay again and pay 5 star price but they need to fix the issues they have going on."

The Midtown Hotel MOD Collection by Sonesta

8/10 Good

"On te good side: Very clean, large and modern (well refreshed) room. The bed super ok. The zone is good as well. The one first lady was very helpful, the other people on staff, they are ok but it could be better. On the so-so side: That was not a breakfast. On the airplane, the quality is better. Clearly they give it just to be on paper as marketing attraction. Just don’t wake up early for that, it’s not worth it. Some noise during the night from the pipes, I assume is as much as you could change on that building. Overall, except the breakfast it’s a good choice."

citizenM Boston Back Bay

10/10 Excellent

"Awesome hotel, great views, easy check-in and check-out, very modern. The terrace was pretty nice. Rooms are small but meet your needs, and the best part is that you can control the whole room with a tablet (AC, lights, curtains). The area where it is located also plays a good part in Newbury Street. Definitely, I would stay again."

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Holiday Apartments in Massachusetts

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Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Massachusetts holiday rentals

1. Crescent Suites Hotel

2. Sandcastle Resort and Club

3. The Club at New Seabury

4. Berkshire Mountain Lodge

5. Vacation Village in the Berkshires

6. Kasa Boston at Fenway

7. The Cove at Yarmouth by Westgate Resorts

8. Charlesgate Suites

9. Maverick Suites at 40 Temple St

10. The Concord Hotel

11. Maverick Suites at 28 Fenway

12. Charming Family-friendly Getaway in Sandwich!

13. Premier Suites - Bay Village

14. Temple Place Suites

15. Global Luxury Suites Downtown Boston

Find holiday rentals that suit your style

Top Massachusetts Hotel Reviews

The Revolution Hotel

Omni Boston Hotel at the Seaport

Encore Boston Harbor

The Westin Boston Seaport District

The Midtown Hotel MOD Collection by Sonesta

citizenM Boston Back Bay

Wyndham Boston Beacon Hill

citizenM Boston North Station

Omni Parker House

Find out more about Massachusetts

Holiday Apartments in Massachusetts

Massachusetts Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Massachusetts holiday rentals

1. Crescent Suites Hotel

2. Sandcastle Resort and Club

3. The Club at New Seabury

4. Berkshire Mountain Lodge

5. Vacation Village in the Berkshires

6. Kasa Boston at Fenway

7. The Cove at Yarmouth by Westgate Resorts

8. Charlesgate Suites

9. Maverick Suites at 40 Temple St

10. The Concord Hotel

11. Maverick Suites at 28 Fenway

12. Charming Family-friendly Getaway in Sandwich!

13. Premier Suites - Bay Village

14. Temple Place Suites

15. Global Luxury Suites Downtown Boston

Find holiday rentals that suit your style

Top Massachusetts Hotel Reviews

The Revolution Hotel

Find out more about Massachusetts

Holiday Apartments in Massachusetts