Holiday rentals near Osborne Homestead Museum
We found 873 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Osborne Homestead Museum. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Osborne Homestead Museum
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 AU$3,828
AU$3,828
AU$547 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 AU$2,137
AU$2,137
AU$305 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 AU$3,867
AU$3,867
AU$552 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 AU$7,279
AU$7,279
AU$1,040 nightly
Includes taxes & fees
Image gallery for Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
1010 out of 10 rating
Exceptional
(9 reviews)
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Weston, CT
8% off
Price is AU$4,668
AU$4,668
AU$667 nightly
Includes taxes & fees
Image gallery for Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
1010 out of 10 rating
Exceptional
(40 reviews)
Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
Milford, CT
12% off
Price is AU$5,538
AU$5,538
AU$791 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 AU$2,598
AU$2,598
AU$371 nightly
Includes taxes & fees
Image gallery for Luxury Beach Oasis with Amazing Panoramic Ocean Views
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Milford, CT
8% off
Price is AU$11,633
AU$11,633
AU$1,662 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 AU$4,834
AU$4,834
AU$691 nightly
Includes taxes & fees
Image gallery for Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
1010 out of 10 rating
Exceptional
(8 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is AU$2,932
AU$2,932
AU$419 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 AU$2,707
AU$2,707
AU$387 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 AU$8,947
AU$8,947
AU$1,278 nightly
Includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(11 reviews)
Historic Designer City Getaway
Easton, CT
8% off
Price is AU$12,940
AU$12,940
AU$1,849 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 AU$6,707
AU$6,707
AU$958 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 AU$3,366
AU$3,366
AU$481 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 AU$2,718
AU$2,718
AU$388 nightly
Includes taxes & fees
Image gallery for Charming 3-bedroom house with WiFi, AC in serene Fairfield
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Fairfield, CT
7% off
Price is AU$2,488
AU$2,488
AU$355 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 AU$9,056
AU$9,056
AU$1,294 nightly
Includes taxes & fees
Image gallery for BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
1010 out of 10 rating
Exceptional
(37 reviews)
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford, CT
8% off
Price is AU$1,892
AU$1,892
AU$270 nightly
Includes taxes & fees
Image gallery for Charming Beach Home-Steps To Sandy Beach
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Charming Beach Home-Steps To Sandy Beach
Milford, CT
8% off
Price is AU$3,662
AU$3,662
AU$523 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 AU$2,609
AU$2,609
AU$373 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 AU$3,100
AU$3,100
AU$443 nightly
Includes taxes & fees
Image gallery for Amazing Lake House
1010 out of 10 rating
Exceptional
(32 reviews)
Amazing Lake House
Brookfield, CT
8% off
Price is AU$4,279
AU$4,279
AU$611 nightly
Includes taxes & fees
Image gallery for Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
West Haven, CT
10% off
Price is AU$7,846
AU$7,846
AU$1,121 nightly
Includes taxes & fees
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Find the best place to stay - Osborne Homestead Museum
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