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Over 1,000 places in Orange
Guest favorite
Guest favorite
Apartment in Milford
The Pond Mill Retreat w/ 2 Bdrms & Pool
3 beds
3 beds
May 1 – 6
May 1 – 6
$164
$146
night
$146 per night, originally $164
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Home in Milford
Walnut Beach's Hidden Gem
May 1 – 6
May 1 – 6
$175
night
$175 per night
New place to stay
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Guest favorite
Guest favorite
Bungalow in Milford
Spring Sale! Beach Bungalow |WalktoBeach |Pet |Pkg
2 beds
2 beds
May 12 – 17
May 12 – 17
$167
$131
night
$131 per night, originally $167
4.99 out of 5 average rating, 214 reviews
4.99 (214)
Superhost
Superhost
Guest suite in Ansonia
Hilltop's Private Inn
3 beds
3 beds
Apr 28 – May 3
Apr 28 – May 3
$55
night
$55 per night
4.72 out of 5 average rating, 413 reviews
4.72 (413)
Bungalow in Seymour
Beautiful Waterfront on Housatonic River
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$129
$103
night
$103 per night, originally $129
4.72 out of 5 average rating, 92 reviews
4.72 (92)
Guest favorite
Guest favorite
Home in Milford
A Cottage on the Brook
Apr 28 – May 3
Apr 28 – May 3
$155
night
$155 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
Loft in Milford
Lovely water front lower-level loft, free parking
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
$127
night
$127 per night
4.94 out of 5 average rating, 94 reviews
4.94 (94)
Guest favorite
Guest favorite
Cottage in Milford
Spring Sale! Cozy Modern Rustic Cottage |Yard |W/D
3 beds
3 beds
May 12 – 17
May 12 – 17
$144
night
$144 per night
4.97 out of 5 average rating, 268 reviews
4.97 (268)
Guest favorite
Guest favorite
Apartment in Shelton
⭐️Abstract apartment w/high ceilings in Shelton!⭐️
2 queen beds
2 queen beds
Apr 18 – 23
Apr 18 – 23
$175
$136
night
$136 per night, originally $175
4.96 out of 5 average rating, 47 reviews
4.96 (47)
Guest favorite
Guest favorite
Apartment in Milford
The Boathouse, private downtown Harborside suite
1 queen bed
1 queen bed
Apr 22 – 27
Apr 22 – 27
$127
$108
night
$108 per night, originally $127
4.94 out of 5 average rating, 107 reviews
4.94 (107)
Guest favorite
Guest favorite
Bungalow in Milford
Beach! “Anchor Down” 5 min walk to sand!
3 beds
3 beds
Apr 29 – May 4
Apr 29 – May 4
$195
night
$195 per night
5.0 out of 5 average rating, 66 reviews
5.0 (66)
Guest favorite
Guest favorite
Apartment in Milford
Water front studio apartment with fireplace.
1 queen bed
1 queen bed
May 26 – 31
May 26 – 31
$173
night
$173 per night
4.97 out of 5 average rating, 508 reviews
4.97 (508)
Guest favorite
Guest favorite
Guesthouse in Milford
The studio downtown
1 king bed
1 king bed
Apr 30 – May 5
Apr 30 – May 5
$120
night
$120 per night
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Superhost
Superhost
Apartment in Milford
Renovated Apartment in a Historic Farmhouse Estate
4 queen beds
4 queen beds
May 5 – 10
May 5 – 10
$145
night
$145 per night
4.89 out of 5 average rating, 207 reviews
4.89 (207)
Guest favorite
Guest favorite
Cottage in Milford
Modern Beach Cottage 3BD Walk 2 Beach Full Kitchen
5 beds
5 beds
Apr 28 – May 3
Apr 28 – May 3
$177
night
$177 per night
4.99 out of 5 average rating, 73 reviews
4.99 (73)
Guest favorite
Guest favorite
Home in Milford
2 Bedroom with sweeping views of Long Island Sound
3 queen beds
3 queen beds
May 7 – 12
May 7 – 12
$234
night
$234 per night
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Superhost
Superhost
Apartment in Milford
Perfect Train Getaway from NYC and Minutes to Yale
3 beds
3 beds
Apr 18 – 23
Apr 18 – 23
$181
night
$181 per night
4.84 out of 5 average rating, 32 reviews
4.84 (32)
Superhost
Superhost
Home in Milford
Paris by the Sea
1 king bed
1 king bed
May 10 – 15
May 10 – 15
$360
night
$360 per night
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