Vacation rentals near Roller Kingdom
We found 323 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Roller Kingdom, scroll through and discover private vacation rentals to find the perfect home base for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Roller Kingdom
Showing deals for:Nov 14 - Nov 21
Image gallery for Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
9.69.6 out of 10 rating
Exceptional
(26 reviews)
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster, MA
10% off
Price is CA $221
CA $221
CA $2,190 total
CA $2,190 total
includes taxes & fees
Image gallery for Spacious vacation townhome unit with a pool
1010 out of 10 rating
Exceptional
(12 reviews)
Spacious vacation townhome unit with a pool
Weston, MA
10% off
Price is CA $364
CA $364
CA $3,160 total
CA $3,160 total
includes taxes & fees
Image gallery for Beautiful Private Lakehouse & Infinity Pool Next To Wachusett & Great Wolf Lodge
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful Private Lakehouse & Infinity Pool Next To Wachusett & Great Wolf Lodge
Westminster, MA
10% off
Price is CA $1,856
CA $1,856
CA $16,136 total
CA $16,136 total
includes taxes & fees
Image gallery for Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury, MA
10% off
Price is CA $172
CA $172
CA $1,610 total
CA $1,610 total
includes taxes & fees
Image gallery for Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury, MA
7% off
Price is CA $178
CA $178
CA $1,658 total
CA $1,658 total
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College
1010 out of 10 rating
Exceptional
(24 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
10% off
Price is CA $277
CA $277
CA $2,491 total
CA $2,491 total
includes taxes & fees
Image gallery for Spacious 4-bedroom house in charming Worcester with AC, WiFi
1010 out of 10 rating
Exceptional
(16 reviews)
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Worcester, MA
10% off
Price is CA $374
CA $374
CA $3,673 total
CA $3,673 total
includes taxes & fees
Image gallery for Potager Farm Historic Private Townhouse Sleeps 4 with Pool.
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Potager Farm Historic Private Townhouse Sleeps 4 with Pool.
Groton, MA
5% off
Price is CA $294
CA $294
CA $2,641 total
CA $2,641 total
includes taxes & fees
Image gallery for Newly updated/furnished 3 bedrooms house
8.68.6 out of 10 rating
Excellent
(10 reviews)
Newly updated/furnished 3 bedrooms house
Worcester, MA
10% off
Price is CA $296
CA $296
CA $2,722 total
CA $2,722 total
includes taxes & fees
Image gallery for Cozy, 2 BR APt in Worcester Close to Downtown, Palladium, DCU center, Polar Park
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Cozy, 2 BR APt in Worcester Close to Downtown, Palladium, DCU center, Polar Park
Worcester, MA
5% off
Price is CA $213
CA $213
CA $1,978 total
CA $1,978 total
includes taxes & fees
Image gallery for Historic Private Auburndale Retreat Near Boston!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Historic Private Auburndale Retreat Near Boston!
Newton, MA
10% off
Price is CA $209
CA $209
CA $2,110 total
CA $2,110 total
includes taxes & fees
Image gallery for Charming home on Lake Quinsigamond!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Charming home on Lake Quinsigamond!
Shrewsbury, MA
15% off
Price is CA $618
CA $618
CA $5,774 total
CA $5,774 total
includes taxes & fees
Image gallery for A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.
8.88.8 out of 10 rating
Excellent
(13 reviews)
A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.
Weston, MA
5% off
Price is CA $294
CA $294
CA $2,617 total
CA $2,617 total
includes taxes & fees
Image gallery for 3 Bed / 1.5 Bath Townhome
9.29.2 out of 10 rating
Wonderful
(16 reviews)
3 Bed / 1.5 Bath Townhome
Holden, MA
10% off
Price is CA $264
CA $264
CA $2,333 total
CA $2,333 total
includes taxes & fees
Image gallery for Harvard House: Make Your 2025 Family Gathering Unforgettable"
9.89.8 out of 10 rating
Exceptional
(66 reviews)
Harvard House: Make Your 2025 Family Gathering Unforgettable"
Waltham, MA
10% off
Price is CA $1,053
CA $1,053
CA $9,174 total
CA $9,174 total
includes taxes & fees
Image gallery for Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
9.29.2 out of 10 rating
Wonderful
(28 reviews)
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
Worcester, MA
5% off
Price is CA $243
CA $243
CA $2,271 total
CA $2,271 total
includes taxes & fees
Image gallery for Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
9.09.0 out of 10 rating
Wonderful
(11 reviews)
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Shrewsbury, MA
7% off
Price is CA $179
CA $179
CA $1,684 total
CA $1,684 total
includes taxes & fees
Image gallery for Wonderful Renovated Family Friendly Home Close to Boston and Lexington
1010 out of 10 rating
Exceptional
(67 reviews)
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
Bedford, MA
10% off
Price is CA $482
CA $482
CA $4,340 total
CA $4,340 total
includes taxes & fees
Image gallery for Tiny house experience steps to water....entire house
9.09.0 out of 10 rating
Wonderful
(14 reviews)
Tiny house experience steps to water....entire house
Wayland, MA
5% off
Price is CA $260
CA $260
CA $2,185 total
CA $2,185 total
includes taxes & fees
Image gallery for Spacious and luxurious 3-bedroom home w/jetted bathtub
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Spacious and luxurious 3-bedroom home w/jetted bathtub
Worcester, MA
10% off
Price is CA $310
CA $310
CA $3,052 total
CA $3,052 total
includes taxes & fees
Image gallery for Beautiful Lakefront Home with Private Beach
9.29.2 out of 10 rating
Wonderful
(173 reviews)
Beautiful Lakefront Home with Private Beach
Boylston, MA
10% off
Price is CA $371
CA $371
CA $3,370 total
CA $3,370 total
includes taxes & fees
Image gallery for Beautiful Renovated Townhome w/parking
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Beautiful Renovated Townhome w/parking
Holden, MA
10% off
Price is CA $264
CA $264
CA $2,333 total
CA $2,333 total
includes taxes & fees
Image gallery for Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!
Westminster, MA
16% off
Price is CA $403
CA $403
CA $3,636 total
CA $3,636 total
includes taxes & fees
Image gallery for Vibrant Sterling Lakefront Lodge w/ Kayaks
1010 out of 10 rating
Exceptional
(16 reviews)
Vibrant Sterling Lakefront Lodge w/ Kayaks
Sterling, MA
11% off
Price is CA $398
CA $398
CA $4,249 total
CA $4,249 total
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Roller Kingdom
Beautiful Lakefront Home with Private Beach
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
173 reviews(173 reviews)
Spacious 4-bedroom with four and half bathrooms
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Perfect for a Small Group! Free Parking On-site, Pets are Welcome!
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Indian Lake House
Sleeps 9 · 3 bedrooms · 1 bathroom
6.66.6 out of 10
4 reviews(4 reviews)
Pet Stays Free! With Free Parking for Your Convenience!
Sleeps 4 · 1 bedroom · 1 bathroom
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Sleeps 6 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value