Vacation rentals in Seymour

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Top-rated vacation rentals in Seymour

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 265 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

May 19 – 26

G$32,427 GYD per night
Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 505 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Aug 27 – Sep 3

G$42,069 GYD per night
Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Aug 3 – 10

G$15,050 GYD per night

Popular amenities for Seymour vacation rentals

Other great vacation rentals in Seymour

Guest favorite

Apartment in Southbury

4.87 out of 5 average rating, 87 reviews

Suite Hill studio

Jun 19 – 26

G$23,754 GYD per night
Superhost

Apartment in Derby

4.87 out of 5 average rating, 55 reviews

Spacious Renovated 3 bedroom near GriffinHospital

Jun 21 – 28

G$32,630 GYD per night
Guest favorite

Guesthouse in Newtown

4.78 out of 5 average rating, 18 reviews

Cozy & Convenient Stay in Newtown

Apr 7 – 14

G$20,810 GYD per night
Guest favorite

Home in Oxford

4.89 out of 5 average rating, 9 reviews

ʘ⁠‿⁠ʘ Lakefront Connecticut Oasis - Updates galore

Feb 4 – 11

G$65,445 GYD per night
Guest favorite

Apartment in Waterbury

4.98 out of 5 average rating, 64 reviews

Everything you need! Apartment!

Apr 5 – 12

G$22,514 GYD per night
Guest favorite

Home in Waterbury

4.9 out of 5 average rating, 31 reviews

Come and enjoy the BURY's of CT!

Nov 9 – 16

G$39,157 GYD per night
Guest favorite

Cabin in Milford

5.0 out of 5 average rating, 12 reviews

Avail May! Charming Coast Cabin| Near Beach| Pets

Apr 12 – 19

G$19,704 GYD per night
Guest favorite

Apartment in Milford

5.0 out of 5 average rating, 46 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Apr 12 – 19

G$30,416 GYD per night
Guest favorite

Cottage in Bethel

5.0 out of 5 average rating, 55 reviews

The Sweet Retreat near Bethel & Newtown, King Bed

Apr 7 – 14

G$30,319 GYD per night
Guest favorite

Place to stay in Southbury

4.87 out of 5 average rating, 15 reviews

Cozy cute Relaxing home

Apr 28 – May 5

G$32,469 GYD per night
Guest favorite

Guesthouse in Southbury

4.96 out of 5 average rating, 51 reviews

The Nest. Large studio in the Woods.

May 7 – 14

G$29,742 GYD per night
Guest favorite

Guesthouse in Newtown

5.0 out of 5 average rating, 43 reviews

Farm Cottage

Jun 8 – 15

G$37,450 GYD per night

Destinations to explore

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  2. United States
  3. Connecticut
  4. New Haven County
  5. Seymour