Vacation rentals near Roller Kingdom
We found 317 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 $222
CA $222
CA $2,200 total
CA $2,200 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 $369
CA $369
CA $3,206 total
CA $3,206 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 $1,864
CA $1,864
CA $16,207 total
CA $16,207 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 $173
CA $173
CA $1,617 total
CA $1,617 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 $179
CA $179
CA $1,665 total
CA $1,665 total
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College
1010 out of 10 rating
Exceptional
(25 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
10% off
Price is CA $278
CA $278
CA $2,502 total
CA $2,502 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 $394
CA $394
CA $3,848 total
CA $3,848 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 $214
CA $214
CA $1,986 total
CA $1,986 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 $295
CA $295
CA $2,652 total
CA $2,652 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 $297
CA $297
CA $2,734 total
CA $2,734 total
includes taxes & fees
Image gallery for Historic Private Auburndale Retreat Near Boston!
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Historic Private Auburndale Retreat Near Boston!
Newton, MA
10% off
Price is CA $208
CA $208
CA $2,105 total
CA $2,105 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 $621
CA $621
CA $5,799 total
CA $5,799 total
includes taxes & fees
Image gallery for A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.
9.09.0 out of 10 rating
Wonderful
(14 reviews)
A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.
Weston, MA
5% off
Price is CA $295
CA $295
CA $2,628 total
CA $2,628 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 $265
CA $265
CA $2,342 total
CA $2,342 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 $244
CA $244
CA $2,280 total
CA $2,280 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 $484
CA $484
CA $4,359 total
CA $4,359 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
(12 reviews)
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Shrewsbury, MA
7% off
Price is CA $179
CA $179
CA $1,682 total
CA $1,682 total
includes taxes & fees
Image gallery for Harvard House: Make Your 2025 Family Gathering Unforgettable"
9.89.8 out of 10 rating
Exceptional
(67 reviews)
Harvard House: Make Your 2025 Family Gathering Unforgettable"
Waltham, MA
10% off
Price is CA $1,057
CA $1,057
CA $9,214 total
CA $9,214 total
includes taxes & fees
Image gallery for Beautiful family getaway, walking distance to markets, 35 min drive to Boston
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton, MA
10% off
Price is CA $198
CA $198
CA $1,744 total
CA $1,744 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 $311
CA $311
CA $3,065 total
CA $3,065 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 $373
CA $373
CA $3,384 total
CA $3,384 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 $265
CA $265
CA $2,342 total
CA $2,342 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 $400
CA $400
CA $4,268 total
CA $4,268 total
includes taxes & fees
Image gallery for Large 3BR APT w/ enclosed front porch Close to Polar Park, palladium, WPI, DCU
9.69.6 out of 10 rating
Exceptional
(39 reviews)
Large 3BR APT w/ enclosed front porch Close to Polar Park, palladium, WPI, DCU
Worcester, MA
5% off
Price is CA $242
CA $242
CA $2,281 total
CA $2,281 total
includes taxes & fees
Find spaces that suit your style
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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
2 reviews(2 reviews)
Indian Lake House
Sleeps 9 · 3 bedrooms · 1 bathroom
6.66.6 out of 10
4 reviews(4 reviews)
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)
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Rustic Log Cabin on the Lake
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
23 reviews(23 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