Holiday rentals near Checkered Flag Raceway
We found 447 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Checkered Flag Raceway that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you need and want for your stay, which might include a hot tub and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Checkered Flag Raceway
Showing deals for:7 Nov - 14 Nov
Image gallery for Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
1010 out of 10 rating
Exceptional
(25 reviews)
Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
East Hampton, CT
8% off
Price is NZ$6,359
NZ$6,359
NZ$908 per night
includes taxes & fees
Image gallery for Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
East Haddam, CT
9% off
Price is NZ$5,380
NZ$5,380
NZ$769 per night
includes taxes & fees
Image gallery for Lakefront Home, Close to Mt Southington!
1010 out of 10 rating
Exceptional
(19 reviews)
Lakefront Home, Close to Mt Southington!
Wolcott, Connecticut
7% off
Price is NZ$3,768
NZ$3,768
NZ$538 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
1010 out of 10 rating
Exceptional
(38 reviews)
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
East Haddam, CT
7% off
Price is NZ$12,629
NZ$12,629
NZ$1,804 per night
includes taxes & fees
Image gallery for New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan
1010 out of 10 rating
Exceptional
(6 reviews)
New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan
Middletown, CT
8% off
Price is NZ$4,241
NZ$4,241
NZ$606 per night
includes taxes & fees
Image gallery for Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
1010 out of 10 rating
Exceptional
(35 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth, CT
8% off
Price is NZ$6,897
NZ$6,897
NZ$985 per night
includes taxes & fees
Image gallery for Mountaintop Horse Farm with Heated Pool
1010 out of 10 rating
Exceptional
(31 reviews)
Mountaintop Horse Farm with Heated Pool
Bloomfield, CT
8% off
Price is NZ$3,861
NZ$3,861
NZ$552 per night
includes taxes & fees
Image gallery for Daniel Boone meets Mid Century Modern Retreat
1010 out of 10 rating
Exceptional
(13 reviews)
Daniel Boone meets Mid Century Modern Retreat
Killingworth, CT
8% off
Price is NZ$8,810
NZ$8,810
NZ$1,259 per night
includes taxes & fees
Image gallery for Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
1010 out of 10 rating
Exceptional
(10 reviews)
Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
Hamden, CT
8% off
Price is NZ$9,608
NZ$9,608
NZ$1,373 per night
includes taxes & fees
Image gallery for Lake Front Cottage #7!
9.69.6 out of 10 rating
Exceptional
(130 reviews)
Lake Front Cottage #7!
Middlefield, CT
7% off
Price is NZ$2,389
NZ$2,389
NZ$341 per night
includes taxes & fees
Image gallery for comfortable home away from home
8.08.0 out of 10 rating
Very good
(9 reviews)
comfortable home away from home
East Hartford, CT
7% off
Price is NZ$2,518
NZ$2,518
NZ$360 per night
includes taxes & fees
Image gallery for A “Wow” Experience everywhere there is something to stimulate your mind Interest
9.29.2 out of 10 rating
Wonderful
(7 reviews)
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Windsor, CT
8% off
Price is NZ$4,297
NZ$4,297
NZ$614 per night
includes taxes & fees
Image gallery for Modern 3 Bedroom Lake House- Close To Restaurants and Beach Access
1010 out of 10 rating
Exceptional
(6 reviews)
Modern 3 Bedroom Lake House- Close To Restaurants and Beach Access
East Hampton, CT
7% off
Price is NZ$5,521
NZ$5,521
NZ$789 per night
includes taxes & fees
Image gallery for Downtown and secluded
8.48.4 out of 10 rating
Very good
(6 reviews)
Downtown and secluded
Manchester, CT
7% off
Price is NZ$2,923
NZ$2,923
NZ$418 per night
includes taxes & fees
Image gallery for Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Killingworth, CT
8% off
Price is NZ$19,046
NZ$19,046
NZ$2,721 per night
includes taxes & fees
Image gallery for Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
Avon, CT
8% off
Price is NZ$3,984
NZ$3,984
NZ$569 per night
includes taxes & fees
Image gallery for Charming Historic Owl House in Old Wethersfield
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Charming Historic Owl House in Old Wethersfield
Wethersfield, CT
8% off
Price is NZ$7,951
NZ$7,951
NZ$1,136 per night
includes taxes & fees
Image gallery for NEW-Another Fun Downtown Location 1st floor
9.89.8 out of 10 rating
Exceptional
(18 reviews)
NEW-Another Fun Downtown Location 1st floor
Southington, CT
7% off
Price is NZ$1,888
NZ$1,888
NZ$270 per night
includes taxes & fees
Image gallery for Cherrybrook Hideaway - Book now for autumn colors!
1010 out of 10 rating
Exceptional
(14 reviews)
Cherrybrook Hideaway - Book now for autumn colors!
Canton, CT
8% off
Price is NZ$4,232
NZ$4,232
NZ$605 per night
includes taxes & fees
Image gallery for NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly
1010 out of 10 rating
Exceptional
(6 reviews)
NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly
Rocky Hill, CT
7% off
Price is NZ$4,559
NZ$4,559
NZ$651 per night
includes taxes & fees
Image gallery for LAKE HOUSE! Walking distance to Lake Pocotopaug!
1010 out of 10 rating
Exceptional
(16 reviews)
LAKE HOUSE! Walking distance to Lake Pocotopaug!
East Hampton, CT
14% off
Price is NZ$3,881
NZ$3,881
NZ$554 per night
includes taxes & fees
Image gallery for Stylish & Luxurious 3 BDR Home with Play Station
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Stylish & Luxurious 3 BDR Home with Play Station
Bristol, CT
7% off
Price is NZ$2,066
NZ$2,066
NZ$295 per night
includes taxes & fees
Image gallery for Cozy Lakefront Bungalow w firepit/dock/kayaks
1010 out of 10 rating
Exceptional
(29 reviews)
Cozy Lakefront Bungalow w firepit/dock/kayaks
Plymouth, CT
8% off
Price is NZ$6,897
NZ$6,897
NZ$985 per night
includes taxes & fees
Image gallery for Charming Lakefront Home with Sunset Views
9.49.4 out of 10 rating
Exceptional
(54 reviews)
Charming Lakefront Home with Sunset Views
East Hampton, CT
8% off
Price is NZ$6,077
NZ$6,077
NZ$868 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Checkered Flag Raceway
Spectacular Lakefront home with expansive decks
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Peaceful lake cottage #2
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Mountaintop Horse Farm with Heated Pool
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Tranquil 3-bedroom house with additional full-size sofa bed in Hartford
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Tiny Lakefront Cottage!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
Lakefront Luxury House, with Kayaks, Fire pit, Game Room and Home Theater!
Sleeps 15 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 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