Holiday rentals near Osborne Homestead Museum
We found 877 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:15 Aug - 22 Aug
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(7 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is AU$13,221
AU$13,221
AU$1,889 per night
includes taxes & fees
Image gallery for Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
Milford, CT
8% off
Price is AU$9,336
AU$9,336
AU$1,334 per night
includes taxes & fees
Image gallery for 6-Acre Luxurious Country Home with Goddess Point Lookout
1010 out of 10 rating
Exceptional
(8 reviews)
6-Acre Luxurious Country Home with Goddess Point Lookout
Woodbury, CT
8% off
Price is AU$18,154
AU$18,154
AU$2,593 per night
includes taxes & fees
Image gallery for Life is Better at the Beach!
1010 out of 10 rating
Exceptional
(28 reviews)
Life is Better at the Beach!
Milford, CT
8% off
Price is AU$6,484
AU$6,484
AU$926 per night
includes taxes & fees
Image gallery for Direct Lakefront Home on Lake Lillinonah with Elevator Access
1010 out of 10 rating
Exceptional
(29 reviews)
Direct Lakefront Home on Lake Lillinonah with Elevator Access
Brookfield, CT
8% off
Price is AU$8,259
AU$8,259
AU$1,180 per night
includes taxes & fees
Image gallery for My favorite place!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
My favorite place!
Danbury, CT
8% off
Price is AU$10,871
AU$10,871
AU$1,553 per night
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
(6 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is AU$3,192
AU$3,192
AU$456 per night
includes taxes & fees
Image gallery for Large Waterfront Modern Beach House
1010 out of 10 rating
Exceptional
(19 reviews)
Large Waterfront Modern Beach House
East Haven, CT
8% off
Price is AU$18,135
AU$18,135
AU$2,591 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(8 reviews)
Historic Designer City Getaway
Easton, CT
8% off
Price is AU$11,409
AU$11,409
AU$1,630 per night
includes taxes & fees
Image gallery for Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
1010 out of 10 rating
Exceptional
(129 reviews)
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Branford, CT
8% off
Price is AU$5,515
AU$5,515
AU$788 per night
includes taxes & fees
Image gallery for Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
1010 out of 10 rating
Exceptional
(29 reviews)
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
Fairfield, CT
8% off
Price is AU$6,159
AU$6,159
AU$880 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 AU$8,811
AU$8,811
AU$1,259 per night
includes taxes & fees
Image gallery for Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
1010 out of 10 rating
Exceptional
(22 reviews)
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Roxbury, CT
12% off
Price is AU$2,381
AU$2,381
AU$340 per night
includes taxes & fees
Image gallery for Historic cottage 100 yards from private beach on private compound
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Historic cottage 100 yards from private beach on private compound
Branford, CT
19% off
Price is AU$4,406
AU$4,406
AU$629 per night
includes taxes & fees
Image gallery for Beautiful old style beach cottage Walk to beach/ restaurants Center of town
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beautiful old style beach cottage Walk to beach/ restaurants Center of town
Branford, CT
8% off
Price is AU$3,694
AU$3,694
AU$528 per night
includes taxes & fees
Image gallery for Beachside Retreat
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Beachside Retreat
West Haven, CT
8% off
Price is AU$5,354
AU$5,354
AU$765 per night
includes taxes & fees
Image gallery for Cozy Escape - Wooster Square
8.08.0 out of 10 rating
Very good
(8 reviews)
Cozy Escape - Wooster Square
New Haven, CT
9% off
Price is AU$2,846
AU$2,846
AU$407 per night
includes taxes & fees
Image gallery for Quiet suburban home close to Fairfield beaches and universities
1010 out of 10 rating
Exceptional
(8 reviews)
Quiet suburban home close to Fairfield beaches and universities
Fairfield, CT
8% off
Price is AU$3,214
AU$3,214
AU$459 per night
includes taxes & fees
Image gallery for The Green Lily Suite
1010 out of 10 rating
Exceptional
(6 reviews)
The Green Lily Suite
New Haven, CT
13% off
Price is AU$1,631
AU$1,631
AU$233 per night
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is AU$2,178
AU$2,178
AU$311 per night
includes taxes & fees
Image gallery for Romantic Botanical Glamping with pool, gardens & smoked dinner for 2 available.
1010 out of 10 rating
Exceptional
(16 reviews)
Romantic Botanical Glamping with pool, gardens & smoked dinner for 2 available.
Southbury, CT
8% off
Price is AU$2,678
AU$2,678
AU$383 per night
includes taxes & fees
Image gallery for Relax at Rudy's peaceful resting place...
1010 out of 10 rating
Exceptional
(5 reviews)
Relax at Rudy's peaceful resting place...
East Haven, CT
8% off
Price is AU$3,109
AU$3,109
AU$444 per night
includes taxes & fees
Image gallery for Vrbo Property
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Vrbo Property
Bridgeport, CT
8% off
Price is AU$6,427
AU$6,427
AU$918 per night
includes taxes & fees
Image gallery for 1 bedroom Cozy, comfy, super clean, great location and own entrance!!
9.49.4 out of 10 rating
Exceptional
(32 reviews)
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Shelton, CT
7% off
Price is AU$894
AU$894
AU$128 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osborne Homestead Museum
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
129 reviews(129 reviews)
The Queen of the Thimble Islands
Sleeps 15 · 8 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Cute country cottage for getaway stay
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
180 reviews(180 reviews)
CT Private Home on Belden Island
Sleeps 8 · 4 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
Sleeps 12 · 6 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 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