Holiday rentals near Sleeping Giant Golf Course
We found 753 holiday rentals — enter your dates for availability
Find the perfect holiday home within close proximity to Sleeping Giant Golf Course. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Sleeping Giant Golf Course
Showing deals for:21 Nov - 28 Nov
Image gallery for Lakefront Home, Close to Mt Southington!
1010 out of 10 rating
Exceptional
(19 reviews)
Lakefront Home, Close to Mt Southington!
Wolcott, CT
7% off
Price is NZ$4,205
NZ$4,205
NZ$601 nightly
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$6,786
NZ$6,786
NZ$969 nightly
Includes taxes & fees
Image gallery for Enjoy a taste of New England in Historic Guilford Ct
1010 out of 10 rating
Exceptional
(11 reviews)
Enjoy a taste of New England in Historic Guilford Ct
Guilford, CT
8% off
Price is NZ$3,782
NZ$3,782
NZ$540 nightly
Includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is NZ$2,352
NZ$2,352
NZ$336 nightly
Includes taxes & fees
Image gallery for Renovated Milford Beach home by Charles Island/Silver Sands Pk
1010 out of 10 rating
Exceptional
(6 reviews)
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Milford, CT
8% off
Price is NZ$4,248
NZ$4,248
NZ$607 nightly
Includes taxes & fees
Image gallery for Beautiful Waterfront Beach House for Family Vacations
1010 out of 10 rating
Exceptional
(43 reviews)
Beautiful Waterfront Beach House for Family Vacations
Branford, CT
8% off
Price is NZ$8,022
NZ$8,022
NZ$1,146 nightly
Includes taxes & fees
Image gallery for Charming cottage by the sea
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Charming cottage by the sea
Guilford, CT
8% off
Price is NZ$4,978
NZ$4,978
NZ$711 nightly
Includes taxes & fees
Image gallery for Walk to Wesleyan & Dwtn - New hot tub with outdoor TV
1010 out of 10 rating
Exceptional
(7 reviews)
Walk to Wesleyan & Dwtn - New hot tub with outdoor TV
Middletown, CT
8% off
Price is NZ$4,143
NZ$4,143
NZ$592 nightly
Includes taxes & fees
Image gallery for Lake Front Cottage #7!
9.69.6 out of 10 rating
Exceptional
(133 reviews)
Lake Front Cottage #7!
Middlefield, CT
7% off
Price is NZ$2,397
NZ$2,397
NZ$342 nightly
Includes taxes & fees
Image gallery for 🌾Welcoming Tiny Home! Downtown & Beachy☀️
1010 out of 10 rating
Exceptional
(10 reviews)
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Guilford, CT
8% off
Price is NZ$3,227
NZ$3,227
NZ$461 nightly
Includes taxes & fees
Image gallery for Large Waterfront Modern Beach House
1010 out of 10 rating
Exceptional
(20 reviews)
Large Waterfront Modern Beach House
East Haven, CT
8% off
Price is NZ$9,834
NZ$9,834
NZ$1,405 nightly
Includes taxes & fees
Image gallery for Clear LI Sound waterview, Wedding pics, Yale&Beach
1010 out of 10 rating
Exceptional
(5 reviews)
Clear LI Sound waterview, Wedding pics, Yale&Beach
East Haven, CT
8% off
Price is NZ$5,308
NZ$5,308
NZ$758 nightly
Includes taxes & fees
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford
1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
24% off
Price is NZ$2,854
NZ$2,854
NZ$408 nightly
Includes taxes & fees
Image gallery for New Madison beach house - Ocean front- Great views- booking Summer 2025
1010 out of 10 rating
Exceptional
(65 reviews)
New Madison beach house - Ocean front- Great views- booking Summer 2025
Madison, CT
8% off
Price is NZ$9,943
NZ$9,943
NZ$1,420 nightly
Includes taxes & fees
Image gallery for Cozy Lakefront Bungalow w firepit/dock/kayaks
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Cozy Lakefront Bungalow w firepit/dock/kayaks
Plymouth, CT
8% off
Price is NZ$6,971
NZ$6,971
NZ$996 nightly
Includes taxes & fees
Image gallery for New England Beach House ~ Just Steps To The Beach ~ Perfect Getaway!
9.69.6 out of 10 rating
Exceptional
(27 reviews)
New England Beach House ~ Just Steps To The Beach ~ Perfect Getaway!
Milford, CT
7% off
Price is NZ$2,974
NZ$2,974
NZ$425 nightly
Includes taxes & fees
Image gallery for Cozy Coastal Getaway
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Coastal Getaway
Guilford, CT
8% off
Price is NZ$3,535
NZ$3,535
NZ$505 nightly
Includes taxes & fees
Image gallery for 6-Acre Luxurious Country Home with Goddess Point Lookout
1010 out of 10 rating
Exceptional
(9 reviews)
6-Acre Luxurious Country Home with Goddess Point Lookout
Woodbury, CT
8% off
Price is NZ$9,948
NZ$9,948
NZ$1,421 nightly
Includes taxes & fees
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is NZ$7,312
NZ$7,312
NZ$1,045 nightly
Includes taxes & fees
Image gallery for BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
9.69.6 out of 10 rating
Exceptional
(10 reviews)
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Branford, CT
8% off
Price is NZ$3,697
NZ$3,697
NZ$528 nightly
Includes taxes & fees
Image gallery for Charming 3BR Hilltop House, Newly Remodeled with Arcade
1010 out of 10 rating
Exceptional
(27 reviews)
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Terryville, CT
7% off
Price is NZ$2,746
NZ$2,746
NZ$392 nightly
Includes taxes & fees
Image gallery for StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
1010 out of 10 rating
Exceptional
(11 reviews)
StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
Branford, CT
7% off
Price is NZ$2,988
NZ$2,988
NZ$427 nightly
Includes taxes & fees
Image gallery for Ranch style living at its best with country garden & patio!
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Ranch style living at its best with country garden & patio!
North Haven, CT
8% off
Price is NZ$3,406
NZ$3,406
NZ$487 nightly
Includes taxes & fees
Image gallery for Last minute cancellation for Labor Day Beautiful Ocean, botanical Garden.
1010 out of 10 rating
Exceptional
(15 reviews)
Last minute cancellation for Labor Day Beautiful Ocean, botanical Garden.
East Haven, CT
7% off
Price is NZ$2,868
NZ$2,868
NZ$410 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Sleeping Giant Golf Course
The Queen of the Thimble Islands
Sleeps 15 · 8 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
CT Private Home on Belden Island
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Sleeps 22 · 11 bedrooms · 5+ bathrooms
Direct Waterfront Private Beach Escape
Sleeps 9 · 4 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 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