A stone building with a large arched entrance labeled "Memorial Hall" and a turret with a clock.

Holiday Homes in Milford

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Milford holiday homes

A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

1. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.6 out of 10, Excellent, (7 reviews)
The price is €476
includes taxes & fees
18 Oct - 19 Oct
Clifford Luxury Retreat 3BR Self Check In Home
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

2. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
The price is €196
includes taxes & fees
17 Oct - 18 Oct
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

3. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (33 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is €326
includes taxes & fees
29 Oct - 30 Oct
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A neatly made bed with a headboard, a bedside table with a lamp, and a basket of toiletries on the bed.

4. Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
The price is €400
includes taxes & fees
31 Oct - 1 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

5. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is €319
includes taxes & fees
10 Nov - 11 Nov
totally remodeled house with fitness room, close to Boston and Worcester
A spacious living room with wooden beams, a sliding glass door to a patio, and a cozy seating area with a sofa and chairs.

6. Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
Framingham
10.0 out of 10, Exceptional, (3 reviews)
"Clean, pet friendly"
United States
Rebecca M.
The price is €682
includes taxes & fees
20 Oct - 21 Oct
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

7. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is €490
includes taxes & fees
22 Oct - 23 Oct
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

8. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is €237
includes taxes & fees
17 Oct - 18 Oct
Angel Sky Challenge
A spacious living area with a large sectional sofa, a glass coffee table, and a view of the outdoors through large windows.

9. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (6 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is €264
includes taxes & fees
14 Nov - 15 Nov
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
A modern living room with a blue sofa, a leather armchair, and a patterned rug.

10. Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
A living room with a glass coffee table, two sofas, a dining table with chairs, and lamps.

11. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Norwood
10.0 out of 10, Exceptional, (2 reviews)
"Not only was Joseph, our host, very accommodating, but the house was amazing! Each bed was comfortable, and each room had a TV. The life size connect 4, the video games, and the fact that every room had AC was an exciting surprise. I would definitely recommend staying here."
United States
Chris B.
The price is €795
includes taxes & fees
1 Nov - 2 Nov
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

12. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Very clean and readily met the needs of our family of 7 traveling on vacation from Washington DC to Maine. Would stay again."
United States
Jim O.
The price is €449
includes taxes & fees
18 Oct - 19 Oct
Spacious 4-bedroom with four and half bathrooms
A modern kitchen with white cabinets, a marble countertop, and pendant lighting.

13. Modern Upper-Level Oasis, Minutes to Boston.

Modern Upper-Level Oasis, Minutes to Boston.
Norwood
9.8 out of 10, Exceptional, (9 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is €397
includes taxes & fees
19 Oct - 20 Oct
Modern Upper-Level Oasis, Minutes to Boston.
Private kitchen

14. Game Day Hub < 1 Mi to Stadium & Patriot Place!

Game Day Hub < 1 Mi to Stadium & Patriot Place!
Foxborough
10.0 out of 10, Exceptional, (6 reviews)
"Our host was amazing. We had an excellent time visitng family and part of this was due to our accommodations. The host made sure we had even had wood for the fireplace outside."
United States
mark
The price is €1,190
includes taxes & fees
19 Oct - 20 Oct
Game Day Hub < 1 Mi to Stadium & Patriot Place!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with two chairs.

15. Bright & Cozy Woodland Home Near Foxborough

Bright & Cozy Woodland Home Near Foxborough
Foxborough
9.2 out of 10, Wonderful, (9 reviews)
"Great host hospitality"
United States
Elijah S.
The price is €541
includes taxes & fees
22 Oct - 23 Oct
Bright & Cozy Woodland Home Near Foxborough
A two-story residential building with a front porch, a satellite dish, and a small front yard.

16. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is €495
includes taxes & fees
21 Oct - 22 Oct
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

17. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Spacious 5-bedroom home with three full bathrooms in charming Worcester location
Worcester
The price is €438
includes taxes & fees
14 Nov - 15 Nov
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
A modern kitchen with white brick walls, a dining area with a wooden table and benches, and a TV mounted on the wall.

18. Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.4 out of 10, Exceptional, (52 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
The price is €398
includes taxes & fees
3 Nov - 4 Nov
Lovely Historic Vintage home. Remodeled inside.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

19. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (2 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is €500
includes taxes & fees
1 Nov - 2 Nov
4-bedroom house in nice Holden with WiFi, AC
A hallway with a patterned carpet, a ceiling mural, and a refrigerator.

20. Newly Renovated 3BR Private Home in Newton

Newly Renovated 3BR Private Home in Newton
Newton Center
The price is €348
includes taxes & fees
2 Nov - 3 Nov
Newly Renovated 3BR Private Home in Newton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milford Hotel Reviews

Holiday Inn Express Boston - Milford by IHG

Holiday Inn Express Boston - Milford by IHG

8/10 Good
"Stayed one night for a weekend dog event. Nice clean room with comfortable bed. Hotel front staff was friendly and polite. Good hot breakfast. Very reasonable price with one dog. (Not the norm with other hotels) Would definetly stay again and would recommend. Only issue was bath towel had an odor, hence only 4 stars"
Ann Marie 1-night trip
Posted less than an hour ago
Holiday Inn Express Boston - Milford by IHG

Find out more about Milford

Milford Holiday Homes information

Number of reviews
181
Accommodation
202 Holiday Homes
Lowest Price
€196
Highest Price
€1,190