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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cottages in Rutland

Beautiful & Historic Cottage, Steps to Elm Park
Terrace/patio

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
10.0 out of 10, Exceptional, (11)
"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
Charming 2-bedroom Lakefront cottage - Near Treehouse Brewery
Outdoor dining

Charming 2-bedroom Lakefront cottage - Near Treehouse Brewery

Charming 2-bedroom Lakefront cottage - Near Treehouse Brewery
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

9.6 out of 10, Exceptional, (25)
"A very relaxing weekend getaway."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Brimfield Waterfront cottage
Property grounds

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (6)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage
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!
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
Sun-dappled Retreat - Walk to Wickaboag Lake!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Cottage on Partridge Pond
Interior

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (21)
"This is the second time we have rented the cottage. It is such a delightful place to stay and the hosts provide such lovely amenities, that I would say it's one of the best rental experiences we've encountered. "
Cottage on Partridge Pond
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Outdoor dining

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

10.0 out of 10, Exceptional, (16)
"If you want to relax in a serene lake setting with a spectacular outdoor patio - this is the place to be! Enjoy the lake and get out on the water with kayaks and don’t miss a pontoon boat ride."
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Home Near Skiing & Downtown Worcester
House (2 Bedrooms) | Interior

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester
Waterfront New England House on Wickaboag Lake!
Interior

Waterfront New England House on Wickaboag Lake!

3.0 star property
Waterfront New England House on Wickaboag Lake!
Modern Waterfront Gem w/ Dock on Lake Monomonac
Front of property

Modern Waterfront Gem w/ Dock on Lake Monomonac

3.0 star property
Modern Waterfront Gem w/ Dock on Lake Monomonac
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
Interior

Dog-friendly Fitchburg Vacation Rental, Hike & Ski

3.0 star property
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
Vibrant Sterling Lakefront Lodge w/ Kayaks
House (3 Bedrooms) | Interior

Vibrant Sterling Lakefront Lodge w/ Kayaks

3.0 star property
Vibrant Sterling Lakefront Lodge w/ Kayaks
Stunning Sterling Sanctuary: Unwind on the Water!
House (3 Bedrooms) | Interior

Stunning Sterling Sanctuary: Unwind on the Water!

3.0 star property
Stunning Sterling Sanctuary: Unwind on the Water!
Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain
Fridge, microwave, oven, stovetop

Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain

Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain
Massachusetts Cabin Rental Near Hiking & Skiing!
Dining

Massachusetts Cabin Rental Near Hiking & Skiing!

3.0 star property
Massachusetts Cabin Rental Near Hiking & Skiing!
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

Lakefront Cottage 2 Mi to Palladium in Worcester!

3.0 star property
Lakefront Cottage 2 Mi to Palladium in Worcester!
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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