
Holiday rentals near Osborne Homestead Museum
We found 881 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:3 Oct - 10 Oct
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$1,856
AU$1,856
AU$265 per night
includes taxes & fees
Image gallery for Spacious Modern Beach House, perfect for families and groups up to 12

1010 out of 10 rating
Exceptional
(11 reviews)
Spacious Modern Beach House, perfect for families and groups up to 12
Branford, CT
16% off
Price is AU$7,877
AU$7,877
AU$1,125 per night
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$4,457
AU$4,457
AU$637 per night
includes taxes & fees
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is AU$17,952
AU$17,952
AU$2,565 per night
includes taxes & fees
Image gallery for On the Water Spacious Comfortable Historic Home

1010 out of 10 rating
Exceptional
(5 reviews)
On the Water Spacious Comfortable Historic Home
West Haven, CT
8% off
Price is AU$8,117
AU$8,117
AU$1,160 per night
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$2,444
AU$2,444
AU$349 per night
includes taxes & fees
Image gallery for Waterfront home- Sleeps 10 - private beach-epic pool

1010 out of 10 rating
Exceptional
(25 reviews)
Waterfront home- Sleeps 10 - private beach-epic pool
Branford, CT
5% off
Price is AU$21,400
AU$21,400
AU$3,057 per night
includes taxes & fees
Image gallery for Waterfront Cottage in Branford

1010 out of 10 rating
Exceptional
(94 reviews)
Waterfront Cottage in Branford
Branford, CT
8% off
Price is AU$10,788
AU$10,788
AU$1,541 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway

1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is AU$11,394
AU$11,394
AU$1,628 per night
includes taxes & fees
Image gallery for Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

1010 out of 10 rating
Exceptional
(131 reviews)
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Branford, CT
8% off
Price is AU$3,214
AU$3,214
AU$459 per night
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$6,587
AU$6,587
AU$941 per night
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise

9.69.6 out of 10 rating
Exceptional
(40 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
8% off
Price is AU$12,460
AU$12,460
AU$1,780 per night
includes taxes & fees
Image gallery for Direct Waterfront Private Beach Escape

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Direct Waterfront Private Beach Escape
East Haven, CT
15% off
Price is AU$10,154
AU$10,154
AU$1,451 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace

9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
Price is AU$7,086
AU$7,086
AU$1,012 per night
includes taxes & fees
Image gallery for Beachfront Home- Quiet, On The Water In Milford Connecticut

1010 out of 10 rating
Exceptional
(38 reviews)
Beachfront Home- Quiet, On The Water In Milford Connecticut
Milford, CT
8% off
Price is AU$15,593
AU$15,593
AU$2,228 per night
includes taxes & fees
Image gallery for Luxury private beach front property

1010 out of 10 rating
Exceptional
(11 reviews)
Luxury private beach front property
Milford, CT
12% off
Price is AU$10,307
AU$10,307
AU$1,472 per night
includes taxes & fees
Image gallery for Beach House steps from sand & Amazing Views

1010 out of 10 rating
Exceptional
(9 reviews)
Beach House steps from sand & Amazing Views
West Haven, CT
8% off
Price is AU$8,145
AU$8,145
AU$1,164 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway

1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
8% off
Price is AU$11,416
AU$11,416
AU$1,631 per night
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT

1010 out of 10 rating
Exceptional
(41 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
8% off
Price is AU$2,434
AU$2,434
AU$348 per night
includes taxes & fees
Image gallery for BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

1010 out of 10 rating
Exceptional
(34 reviews)
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford, CT
7% off
Price is AU$1,908
AU$1,908
AU$273 per night
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$4,748
AU$4,748
AU$678 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$8,599
AU$8,599
AU$1,228 per night
includes taxes & fees
Image gallery for Centric property close to all the great things in the city

8.28.2 out of 10 rating
Very good
(12 reviews)
Centric property close to all the great things in the city
Bridgeport, CT
11% off
Price is AU$2,090
AU$2,090
AU$299 per night
includes taxes & fees
Image gallery for Waterfront Luxury Home in Branford, Beach🏖 Panoramic Water Views+Hot Tub

9.89.8 out of 10 rating
Exceptional
(63 reviews)
Waterfront Luxury Home in Branford, Beach🏖 Panoramic Water Views+Hot Tub
Branford, CT
15% off
Price is AU$14,177
AU$14,177
AU$2,025 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osborne Homestead Museum
Showing deals for: 2 Oct - 5 OctStudio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
131 reviews(131 reviews)
The current price is AU$1,715
AU$1,715
for 3 nights, 1 home
AU$572 per night
includes taxes & fees
The Queen of the Thimble Islands
Sleeps 15 · 8 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is AU$6,337
AU$6,337
for 3 nights, 1 home
AU$2,112 per night
includes taxes & fees
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is AU$2,799
AU$2,799
for 3 nights, 1 home
AU$933 per night
includes taxes & fees
CT Private Home on Belden Island
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is AU$3,274
AU$3,274
for 3 nights, 1 home
AU$1,091 per night
includes taxes & fees
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Sleeps 22 · 11 bedrooms · 5+ bathrooms
The current price is AU$32,716
AU$32,716
for 3 nights, 1 home
AU$10,905 per night
includes taxes & fees
Direct Waterfront "The Palms" Beach House
Sleeps 12 · 5 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is AU$3,419
AU$3,419
for 3 nights, 1 home
AU$1,140 per night
includes taxes & fees
Top rated rentals - Osborne Homestead Museum
Apartment
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
A good place to stay
Gayanie R.
Stayed July 2024
- 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