Holiday rentals near Roller Kingdom
We found 317 holiday rentals — enter your dates for availability
If you'd like to stay close to Roller Kingdom, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Roller Kingdom
Showing deals for:14 Nov - 21 Nov
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
7% off
Price is AU$2,437
AU$2,437
AU$348 per night
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
8% off
Price is AU$3,542
AU$3,542
AU$506 per night
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
8% off
Price is AU$18,084
AU$18,084
AU$2,583 per night
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
8% off
Price is AU$2,771
AU$2,771
AU$396 per night
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
5% off
Price is AU$1,848
AU$1,848
AU$264 per night
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
7% off
Price is AU$4,285
AU$4,285
AU$612 per night
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
7% off
Price is AU$2,348
AU$2,348
AU$335 per night
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
8% off
Price is AU$3,026
AU$3,026
AU$432 per night
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
8% off
Price is AU$1,792
AU$1,792
AU$256 per night
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
12% off
Price is AU$6,338
AU$6,338
AU$905 per night
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
8% off
Price is AU$2,542
AU$2,542
AU$363 per night
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
5% off
Price is AU$1,892
AU$1,892
AU$270 per night
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
7% off
Price is AU$3,395
AU$3,395
AU$485 per night
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
8% off
Price is AU$4,809
AU$4,809
AU$687 per night
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
8% off
Price is AU$1,934
AU$1,934
AU$276 per night
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
8% off
Price is AU$10,286
AU$10,286
AU$1,469 per night
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
8% off
Price is AU$2,542
AU$2,542
AU$363 per night
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
8% off
Price is AU$3,739
AU$3,739
AU$534 per night
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
13% off
Price is AU$4,034
AU$4,034
AU$576 per night
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
8% off
Price is AU$4,722
AU$4,722
AU$675 per night
includes taxes & fees
Image gallery for SalsVista 1st Floor Corner Apt
9.89.8 out of 10 rating
Exceptional
(6 reviews)
SalsVista 1st Floor Corner Apt
Worcester, MA
7% off
Price is AU$2,754
AU$2,754
AU$393 per night
includes taxes & fees
Image gallery for Mid Century in Historic Lexington
1010 out of 10 rating
Exceptional
(51 reviews)
Mid Century in Historic Lexington
Lexington, MA
8% off
Price is AU$3,741
AU$3,741
AU$534 per night
includes taxes & fees
Image gallery for Spacious Private Entrance Master Bedroom/Bath
1010 out of 10 rating
Exceptional
(86 reviews)
Spacious Private Entrance Master Bedroom/Bath
Wellesley, MA
8% off
Price is AU$1,605
AU$1,605
AU$229 per night
includes taxes & fees
Image gallery for Beautiful New Apartment near Moody St / Commuter Rail Into Boston
9.29.2 out of 10 rating
Wonderful
(54 reviews)
Beautiful New Apartment near Moody St / Commuter Rail Into Boston
Waltham, MA
8% off
Price is AU$3,128
AU$3,128
AU$447 per night
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
1 review(1 review)
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, gardens and more
More for lessMore space, more privacy, more amenities — more value