Over 1,000 places in Orange

Guest favorite
Apartment in Milford
The Pond Mill Retreat w/ 2 Bdrms & Pool
3 beds
May 1 – 6
5.0 out of 5 average rating, 48 reviews
Home in Milford
Walnut Beach's Hidden Gem
May 1 – 6
New place to stay
Guest favorite
Bungalow in Milford
Spring Sale! Beach Bungalow |WalktoBeach |Pet |Pkg
2 beds
May 12 – 17
4.99 out of 5 average rating, 214 reviews
Superhost
Guest suite in Ansonia
Hilltop's Private Inn
3 beds
Apr 28 – May 3
4.72 out of 5 average rating, 413 reviews
Bungalow in Seymour
Beautiful Waterfront on Housatonic River
3 beds
Apr 21 – 26
4.72 out of 5 average rating, 92 reviews
Guest favorite
Home in Milford
A Cottage on the Brook
Apr 28 – May 3
5.0 out of 5 average rating, 8 reviews
Guest favorite
Loft in Milford
Lovely water front lower-level loft, free parking
1 queen bed
Apr 28 – May 3
4.94 out of 5 average rating, 94 reviews
Guest favorite
Cottage in Milford
Spring Sale! Cozy Modern Rustic Cottage |Yard |W/D
3 beds
May 12 – 17
4.97 out of 5 average rating, 268 reviews
Guest favorite
Apartment in Shelton
⭐️Abstract apartment w/high ceilings in Shelton!⭐️
2 queen beds
Apr 18 – 23
4.96 out of 5 average rating, 47 reviews
Guest favorite
Apartment in Milford
The Boathouse, private downtown Harborside suite
1 queen bed
Apr 22 – 27
4.94 out of 5 average rating, 107 reviews
Guest favorite
Bungalow in Milford
Beach! “Anchor Down” 5 min walk to sand!
3 beds
Apr 29 – May 4
5.0 out of 5 average rating, 66 reviews
Guest favorite
Apartment in Milford
Water front studio apartment with fireplace.
1 queen bed
May 26 – 31
4.97 out of 5 average rating, 508 reviews
Guest favorite
Guesthouse in Milford
The studio downtown
1 king bed
Apr 30 – May 5
5.0 out of 5 average rating, 32 reviews
Superhost
Apartment in Milford
Renovated Apartment in a Historic Farmhouse Estate
4 queen beds
May 5 – 10
4.89 out of 5 average rating, 207 reviews
Guest favorite
Cottage in Milford
Modern Beach Cottage 3BD Walk 2 Beach Full Kitchen
5 beds
Apr 28 – May 3
4.99 out of 5 average rating, 73 reviews
Guest favorite
Home in Milford
2 Bedroom with sweeping views of Long Island Sound
3 queen beds
May 7 – 12
4.98 out of 5 average rating, 64 reviews
Superhost
Apartment in Milford
Perfect Train Getaway from NYC and Minutes to Yale
3 beds
Apr 18 – 23
4.84 out of 5 average rating, 32 reviews
Superhost
Home in Milford
Paris by the Sea
1 king bed
May 10 – 15
New place to stay