39+ Vacation Rentals Near Roll on America |
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Rentthecottages - Vacation Rentals in Roll on America

Property Image From US $220
         

10.0 (11 Reviews)
Apartment
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $130
         

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10.0 (1 Review)
Apartment
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
  • Parking
  • Accessibility
  • Security/Safety

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Property Image From US $129
         

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8.8 (1005 Reviews)
Hotel
Hilton Garden Inn Devens Common
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $169
         

10.0 (8 Reviews)
Apartment
New and Modern 3 B- 5 min FSU - 15 min Wachusett's
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $286
         

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8.0 (6 Reviews)
House
Dog-Friendly Fitchburg Vacation Rental, Hike and Ski
  • Parking
  • Pet Friendly
  • Accessibility

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Property Image From US $155
         

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8.8 (799 Reviews)
Hotel
SpringHill Suites by Marriott Boston Devens Common Center
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $371
         

10.0 (2 Reviews)
Apartment
Charming 3-bedroom apartment with WiFi, AC in lovely Leominster
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $351
         

New
Apartment
Mid-Century Comfort & Style
  • Air Conditioner
  • Parking
  • View

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Property Image From US $159
         

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8.6 (1013 Reviews)
Hotel
Doubletree by Hilton Hotel Leominster
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $162
         

9.4 (8 Reviews)
Apartment
Modern Mid-Century in Fitchburg
  • Air Conditioner
  • Parking
  • TV

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Property Image From US $219
         

9.2 (22 Reviews)
House
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $248
         

New
House
Lake waterfront with beach & dock. Min 31 nights.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $90
         

New
House
Clean, spacious house in quiet area close to highway access
  • Parking
  • TV
  • Balcony/Terrace

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Property Image From US $178
         

9.0 (8 Reviews)
Apartment
Cozy side-by-side 1 bed 1 bath Apartment - Relaxing Getaway
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $590
         

10.0 (1 Review)
Apartment
Charming 3-bedroom - 10 miles to Wachusett Mountain Ski Area!
  • Parking
  • Security/Safety
  • Sports/Activities

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Property Image From US $100
         

8.0 (1 Review)
House
Cozy 2 bed suit
  • Pet Friendly
  • Child Friendly
  • Internet

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Property Image From US $225
         

4.7 (15 Reviews)
House
BEAUTIFUL NEW ENGLAND HOME NEAR WACHUSETT MTN, WORCESTER JUST 1HR BOSTON, NH, VT
  • Pet Friendly
  • TV
  • Bedding/Linens

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Property Image From US $125
         

3.5 (2 Reviews)
House
Private Room in Grand Estate w/ Separate Entrance
  • Air Conditioner
  • Bedding/Linens

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Property Image From US $125
         

2.6 (5 Reviews)
House
Private Room in Grand Estate w/ Separate Entrance
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

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Property Image From US $346
         

New
Apartment
Entire Rental unit 5 bed 1.5 bath
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

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Property Image From US $266
         

New
Apartment
Driving distance to Wachusett Mountain, Boston, Wocester
  • Security/Safety
  • Child Friendly
  • Internet

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Property Image From US $200
         

New
House
Private Apartment in Grand Estate - Apartment 6
  • Bedding/Linens
  • Internet
  • Kitchen

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Property Image From US $140
         

New
Apartment
Lovely Long Term Private Three Bedroom Apartment;
  • Bedding/Linens
  • Child Friendly
  • Kitchen

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Property Image From US $125
         

New
House
Private Room in Grand Estate - Room 217
  • Air Conditioner
  • Bedding/Linens
  • Internet

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★ Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Roll on America.

Weather in Roll on America

View the weather forecast for Roll on America before booking your Roll on America Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Roll on America, MA

Rentthecottages offers a large selection of top attractions around Roll on America. Research things to do on your vacation before you visit Roll on America.


Wachusett Mountain Ski Area Coco Key Water Resort at Courtyard by Marriott Fitchburg Fitchburg State University Tower Hill Botanic Garden Nashoba Valley Winery 1761 Old Mill Gift Shop Polar Express Davis' Farmland & Mega Maze Roller Kingdom Fitchburg Art Museum Wachusett Meadow Wildlife Sanctuary Willard Brook State Park Museum of Russian Icons Vickery Bowl Triple Ski Lift The Mall at Whitney Field Doyle Community Park Oxbow National Wildlife Refuge Fuller Field Gallery of African Art Nashoba Paddler