Vacation rentals in Seymour

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Top-rated vacation rentals in Seymour

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Superhost

A clean, modern bathroom is showcased, featuring light wood paneling. A small sink with a mirror above is situated beside a toilet. Fresh towels are neatly hung on a rack, and a door leads to a private shower area, enhancing convenience.

Guest suite in Ansonia

4.73 out of 5 average rating, 494 reviews

Private Inn

Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants

Top guest favorite

A covered outdoor seating area features a combination of woven chairs and a sofa arranged around a stone floor. Soft lighting is provided by string lights overhead, while rustic wooden beams and walls create a warm, inviting backdrop.

Guesthouse in Southbury

4.93 out of 5 average rating, 323 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).

Top guest favorite

Apartment in Southbury

5 out of 5 average rating, 24 reviews

New Apartment Centrally Located in Southbury

Keep it simple at this peaceful and centrally-located apartment. Recently renovated with all the essential amenities to make your stay just like home. Wi-Fi, washer, dryer, cooktop, fridge, oven, microwave, toaster, smart TV and Keurig are ready to make your stay pleasant. An outdoor porch is available for dining in warmer months. It includes one new queen bed plus sofa bed for one adult or two kids. Located just minutes from shopping and dining in downtown Southbury with easy access to 84

Top guest favorite

A newly renovated barn features a dark exterior with large windows on both levels. A gravel patio area is surrounded by low shrubs, providing a space with a table and chairs for outdoor dining. Lush green trees frame the serene setting.

Barn in Roxbury

5 out of 5 average rating, 44 reviews

Fully Renovated Rural Barn

Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Guest favorite

A fire pit is surrounded by three log stools in a green outdoor space. Flames dance above the charcoal, with smoke rising gently into the air. A backdrop of trees and a wooden fence provide a natural setting for relaxation.

Apartment in Monroe

4.76 out of 5 average rating, 25 reviews

Charming 1-Bedroom duplex apartment in Monroe

Welcome to Your Home Away from Home! Escape to our cozy 1-bedroom apartment nestled in a private setting in Monroe. Perfect for couples, solo travelers, or small families, this tranquil retreat offers all the comforts you need for a relaxing stay: Spacious Bedroom, Fully Equipped Kitchen, Private Entrance, Outdoor Area, Free Wi-Fi. Situated in a quiet neighborhood, our apartment is just a short drive from local attractions, Trumbull Mall, parks, restaurants and nearby hiking trails.

Top guest favorite

Home in Oxford

4.96 out of 5 average rating, 45 reviews

Lakefront Oasis - Getaway to this Oxford Treasure!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!

Guest favorite

A Keurig coffee maker sits on a kitchen countertop next to a clear electric kettle. A variety of coffee pods is displayed on a carousel nearby. A large white cup rests on the base of the Keurig, while cream and sugar options are placed in a small dish.

Cottage in Seymour

4.93 out of 5 average rating, 56 reviews

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

Top guest favorite

The bathroom features a glass-enclosed shower with built-in shelves and modern fixtures. A white toilet is positioned next to a small storage unit containing neatly folded towels. A light grey rug lies in front of the shower, complementing the overall neutral color scheme.

Condo in Stratford

5 out of 5 average rating, 26 reviews

Comfortable apartment near all communal facilities

I have an apartment located in an excellent quiet area with easy access. It is furnished and is very close to different areas such as supermarkets, restaurants, hospitals and universities. It also has 100% filtered water to drink. Something very important is that NO type of drugs are accepted, NO Viper or electronic cigarettes or Hookah are NOT accepted on this property. If we find odors or drug residues, they will be reported and fined.

Top guest favorite

A small outdoor patio area features a round glass table surrounded by two black wicker chairs. The space overlooks a grassy area with lush trees in the background, creating a serene environment for outdoor relaxation.

Home in Southbury

4.99 out of 5 average rating, 121 reviews

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working (in progress) farm bordered by 155 acres of protected land trust with marked hiking trails. Southford Falls and Kettletown State Park are within minutes for fishing, picnicking, and hiking. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

Top guest favorite

The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. A central wooden island serves as additional counter space, with dishware neatly arranged underneath. Plants are placed in the windows, creating a bright and inviting atmosphere.

Apartment in Westville

4.99 out of 5 average rating, 97 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your personal retreat in the heart of Westville. This apartment has a spacious spa-like bathroom, and cozy living room with an amazingly comfy couch and large flatscreen tv. You will relax in a cloud of comfort in this centrally located oasis, where you'll find yourself near Yale's football stadium, Westville Bowl music venue, local art studios, quaint coffee shops, and famous restaurants just steps from your door.

Top guest favorite

A spacious outdoor patio features a mix of seating options including lounge chairs, a sofa, and several tables. A shaded area is provided by an umbrella, and landscaped greenery surrounds the space. A greenhouse is visible, adding to the serene setting.

Guest suite in Woodbridge

4.92 out of 5 average rating, 153 reviews

Cupola Hill -a 2 BR guest suite with bucolic views

Beautiful 2 bedroom guest suite attached to main house with separate entrance, bathroom, living room. Set on magnificent 20 acre estate, perfect country get away, only 15 minutes to Yale and downtown New Haven. It’s the best of both worlds! Come enjoy the great restaurants of New Haven and then head to Cupola Hill for an evening in the country! Have a glass of wine under the stars and watch the wildlife!

Guest favorite

A spacious living room is characterized by cathedral ceilings and large windows that frame a serene outdoor view. A contemporary sofa is complemented by unique seating and a geometric coffee table. Greenery and curated decor enrich the warm ambiance of the space.

Home in Shelton

4.86 out of 5 average rating, 78 reviews

Mid-Century Modern House - Ciela Haus

IG: @cielahaus A mid-century modern home with cathedral ceilings, carefully curated interiors and a warming indoor charcoal BBQ. It is the perfect getaway for a group of friends or family to explore the outdoors, farms, wineries or to simply enjoy tranquility. I hope you enjoy staying here as much as I loved renovating, curating and styling it!

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Guest favorite

A spacious deck is furnished with a black metal table and four red cushioned chairs. Large glass sliding doors provide access to the interior. Lush greenery surrounds the area, contributing to a serene outdoor space.

Private room in Middlebury

4.92 out of 5 average rating, 12 reviews

Cunningham Towers

ErikRating, 5 stars4 days ago

We enjoyed our brief stay at Terence’s place. Everything was as described and the bed was very comfortable. A quiet, peaceful, place to stay!

Top guest favorite

A modern living space features a textured wooden coffee table with black legs, positioned between two seating areas. A cozy brown sofa with an assortment of cushions is accompanied by a light-colored armchair. Abstract wall art adds a decorative touch to the backdrop.

Private room in New Haven

5 out of 5 average rating, 57 reviews

Stunning Room 6 Minutes From Yale

BlairRating, 5 stars1 month ago

I see the sign out front says travel nurses. Am not - hope was/is OK. Was my first time with a room arrangement and sharing. Thanks for a great experience. The other guest(s) had different schedules so really did not have to worry about infringing on time in common areas. Allergy cough acting up so did not get to enjoy the outdoor area.

Superhost

A spacious shared common area features hardwood flooring adorned with an intricate area rug. Various seating options include two armchairs and a small dining table surrounded by chairs. Large windows allow natural light to illuminate the room, enhancing its inviting ambiance.

Private room in New Haven

4.83 out of 5 average rating, 35 reviews

Chapel Room

TeresaRating, 5 stars1 month ago

This was the perfect place for a few day trip to visit New Haven. I was only ever a 10-20 minute walk from the house and it is on a quiet street. There are a couple other rooms occupied but I almost never ran into any one else! If i did people were friendly. The kitchen came in handy and the other amenities were appreciated (wifi, clean bathroom, other furnished and comfy common spaces). I think the most gratitude I felt was at checkout when I was delayed in leaving and I was quickly accommodated. Thanks to Naomi for the lovely stay!

Guest favorite

The exterior of the property features a charming stone garage with an upper level, surrounded by lush greenery. A well-maintained concrete pathway leads to the steps, illuminated by string lights. A seating area is visible nearby, situated on a manicured lawn.

Private room in Waterbury

5 out of 5 average rating, 49 reviews

Sunny upper room #8

OratileRating, 5 stars5 days ago

Overall great place . Would definitely visit again and highly recommend

Guest favorite

A cozy porch area features two comfortable chairs and a small table, providing a relaxing vantage point to enjoy the surrounding forest. Sunlight filters through the trees, casting a warm glow on the wooden deck and inviting nature inside.

Private room in Newtown

4.98 out of 5 average rating, 100 reviews

Sticks and Stones Farm - the Summit Cabin

BritnieRating, 5 stars3 weeks ago

We really enjoyed our stay at sticks and stones, would recommend to anyone who loves the outdoors in a peaceful and private location.

Superhost

A serene river scene is depicted, with smooth stones visible above the water's surface. Lush greenery lines the riverbank, and clusters of pink flowers add a splash of color in the foreground. The calm water reflects the surrounding foliage, creating a peaceful atmosphere.

Private room in Beacon Falls

4.86 out of 5 average rating, 7 reviews

Quiet Corner Room

JacquelineRating, 5 stars13 months ago

Dale and is very nice and friendly and the room is really cozy as she named. The house is clean and very well kept and with very unique pieces of art . Also a beautiful backyard with a gazebo you can enjoy Dale work hard in order her guests feel like home. I love the shower, the towels, also you can use Washer and Dryer and breakfast is included. Wifi and TV working perfect. Must of the time she is out working, so for me it was ok just was needing a quiet place to stay for a few days. Thank you Dale!

Top guest favorite

A keypad entry system is shown installed on a green door. The lock features a digital keypad with numbered buttons and a traditional keyhole below. A brass doorknob is visible, providing convenient access.

Private room in East Haven

4.87 out of 5 average rating, 232 reviews

Cozy private room on lovely, quiet street

BettyRating, 5 stars2 weeks ago

Jeff’s place is the best place to stay when I visit New Haven. It makes me feel like I'm right at home!

Guest favorite

A well-lit pathway leads towards a set of stairs, accentuated by soft lighting along the railing. The nearby garden features textured stone borders, with various plants and flowers visible in the softly illuminated landscape, creating a serene evening ambiance.

Private room in Hamden

4.98 out of 5 average rating, 93 reviews

Budget meets Boho-Chic!

DanielRating, 5 stars1 week ago

Fantastic hosts, very welcoming and accommodating. Room was very comfortable and clean. I appreciated the well stocked shower. Guestbook had lots of good local dining and activity recommendations. Would definitely return next time I stay in the New Haven area.

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Vacation rentals in Seymour

Top-rated vacation rentals in Seymour

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