Search Cottages in Holliston

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 13 Cottages in Holliston with updated reviews, rates, and availability.

Charming single family Cottage w fenced in yard, pet friendly, fenced yard
Fridge, microwave, oven, stovetop

Charming single family Cottage w fenced in yard, pet friendly, fenced yard

2.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful little getaway! Pet friendly and very accommodating. Thank you!"
The price is AEDĀ 400
AEDĀ 714 total
includes taxes & fees
9 Jun - 10 Jun
Charming single family Cottage w fenced in yard, pet friendly, fenced yard
Cozy Pet Friendly House Next To Train
Exterior

Cozy Pet Friendly House Next To Train

2.0 star property
6.6 out of 10, (4)
"My family and I stayed here for 5 days in August and it was lovely! Thanks for everything. The beds were very comfortable and the house was very clean and nice."
Cozy Pet Friendly House Next To Train
Beautiful & Historic Cottage, Steps to Elm Park
Terrace/patio

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
9.8 out of 10, Exceptional, (9)
"place was very nice and owners where very responsive, and you can't beat the location. great restaurants a few blocks away.I been looking for a place to stay when I come visit my sister and this might be it."
Beautiful & Historic Cottage, Steps to Elm Park
Beautiful & Historic Cottage, Steps to Elm Park
Interior

Beautiful & Historic Cottage, Steps to Elm Park

3.0 star property
Beautiful & Historic Cottage, Steps to Elm Park
Classic Waterfront Home on Lake Maspenock w/ Grill
Exterior

Classic Waterfront Home on Lake Maspenock w/ Grill

3.0 star property
Classic Waterfront Home on Lake Maspenock w/ Grill
Bright & Pet-friendly Home: 2 Mi to Harvard Square
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3.0 star property
10.0 out of 10, Exceptional, (1)
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Private Island Retreat on Lake Pearl
Bathroom

Private Island Retreat on Lake Pearl

Private Island Retreat on Lake Pearl
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
Interior

Waltham Vacation Rental ~ 12 Mi to Downtown Boston

3.0 star property
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
Charming Worcester Retreat w/ Private Pool!
Interior

Charming Worcester Retreat w/ Private Pool!

3.0 star property
Charming Worcester Retreat w/ Private Pool!
Home Near Skiing & Downtown Worcester
Interior

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester
Worcester Home on Indian Lake w/ Shared Boat Dock!
House (3 Bedrooms) | Interior

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!
Belmont Home < 3 Mi to Harvard Square!
Interior

Belmont Home < 3 Mi to Harvard Square!

3.0 star property
The price is AEDĀ 621
AEDĀ 969 total
includes taxes & fees
10 Jun - 11 Jun
Belmont Home < 3 Mi to Harvard Square!
Trail Access On-site: Gorgeous MCM Deck House!
Interior

Trail Access On-site: Gorgeous MCM Deck House!

3.0 star property
Trail Access On-site: Gorgeous MCM Deck House!
Great little cottage sitting behind the main house on 4 acres of property.
1 bedroom, WiFi, bed sheets

Great little cottage sitting behind the main house on 4 acres of property.

Great little cottage sitting behind the main house on 4 acres of property.
Beautiful Lakeside Milford Family Home & Deck
House (3 Bedrooms) | 3 bedrooms, laptop workspace, iron/ironing board, free cribs/infant beds

Beautiful Lakeside Milford Family Home & Deck

3.0 star property
Beautiful Lakeside Milford Family Home & Deck
Football Fans Lake Retreat - 5 Mins to Gillette!
Property grounds

Football Fans Lake Retreat - 5 Mins to Gillette!

3.0 star property
Football Fans Lake Retreat - 5 Mins to Gillette!
2 Mi to Gillette Stadium: Foxborough Retreat!
House (4 Bedrooms) | Front of property

2 Mi to Gillette Stadium: Foxborough Retreat!

3.0 star property
2 Mi to Gillette Stadium: Foxborough Retreat!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your cottage in Holliston with Expedia?
We think a getaway should be hassle-free, so if youā€™re after cottages in Holliston at a great price, Expedia has you covered. Stick to the budget and select a low-cost option far from the downtown buzz, or book a luxury cottage to spoil the ones you love most.
How can I find cheap cottages in Holliston?
With Expediaā€™s helpful filter tool, scoring cheap cottages in Holliston has never been simpler. To discover stays thatā€™ll make your bank balance smile, refine your search results by star rating, amenities and budget.