Vacation rentals in Chauncey Peak

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Top-rated vacation rentals in Chauncey Peak

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Top guest favorite
A dining area features a wooden table surrounded by dark chairs, set with blue and white plates. Large windows allow natural light and provide an expansive view of the lake, where boats can be seen in the distance.
Cottage in Middlefield
4.98 out of 5 average rating, 121 reviews

Anchors' Away-

Escape to a charming lakefront retreat where peaceful mornings, panoramic water views, are the gift that nature gives you. conveniently located near major highways, shopping, restaurants and local attractions, - Our cottage offers the best of two worlds-tranquil relaxation and easy access to everything you need. Guests will be given a Hold Harmless Agreement to sign upon reservation acceptance-There are kayaks available to use- A waiver has to be signed before they can be used on the lake

Guest favorite
A welcoming living room features a comfortable couch and two textured armchairs, arranged around a central round coffee table. Natural light filters through large windows, highlighting a cozy atmosphere. A small side table displays a plant and a soft throw blanket.
Home in New Britain
4.95 out of 5 average rating, 116 reviews

Bright & Private WHOLE HOUSE 4 YOU Near Everything

Welcome to our clean, bright, and private home, just a 15-minute drive from the heart of Hartford! Designed with your comfort and convenience in mind, this cozy retreat is perfect for families, couples, and professionals looking for a peaceful yet central stay! Prime Location, WHOLE HOUSE – Explore New Britain & Beyond! Guest Access: ✔ Private driveway for easy parking ✔ Enclosed garage with keyless entry for secure parking ✔ Keyless pad entry at the front door (host will provide the code)

Top guest favorite
The exterior of a bright red carriage house is surrounded by lush gardens filled with various flowers and greenery. Two large windows and a white door are visible, adding charm to the traditional New England design. A well-maintained lawn complements the vibrant landscape.
Guesthouse in Wallingford
5 out of 5 average rating, 167 reviews

The Garden Loft - A Charming New England Stay

Welcome to The Garden Loft! Located in the heart of downtown Wallingford, CT. This traditional and historic New England carriage house has been completely renovated in the summer of 2022 into a peaceful, cozy, bright & airy loft. We are a 3 minute walk from downtown where you will find a variety of restaurants, bars, a brewery & only 1 mile from from Choate Rosemary Hall. A 15 minute drive to Yale University & downtown New Haven. Get ready to relax, get cozy & enjoy The Garden Loft!

Top guest favorite
Apartment in Middletown
5 out of 5 average rating, 16 reviews

The Farmhouse Loft Guesthouse

Located in Middletown's historic Highland district, The Farmhouse Loft Guesthouse is a charming, spacious and finely-appointed apartment that sits atop a lovely 1790 farmhouse. Filled with thoughtful design touches and surrounded by rural beauty, this cozy gem is just minutes from downtown Middletown and Weslyan University. Jen, the owner and host, lives in the lower level with her friendly rescue mutt, Eggnog and blind dachshund, Henry, who can be seen roaming the one-acre property.

Top guest favorite
An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.
Home in Haddam
4.99 out of 5 average rating, 160 reviews

Cozy Comforts!

Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

Guest favorite
Condo in Middletown
4.94 out of 5 average rating, 195 reviews

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Guest favorite
A serene view of Beaver Pond is presented, with calm water reflecting the blue sky and soft clouds above. Lush green grass frames the foreground, while trees and greenery outline the opposite bank, creating a peaceful natural setting.
Home in Meriden
4.81 out of 5 average rating, 138 reviews

Relax by the water in a 4 bedroom house

Relax with the whole family at this recently renovated, spacious 4 bedroom house on Beaver Pond. Centrally located in the crossroads of Connecticut and a short train ride away from NYC, come relax by the water in a quiet neighborhood setting. Stay home and enjoy a kayak or canoe on the pond or visit the many nearby attractions like mini golf, skiing, hiking or the rest that Connecticut has to offer. The home has been recently remodeled and has a very spacious yard.

Superhost
Home in Middletown
4.75 out of 5 average rating, 4 reviews

Hilltop A-frame retreat

RIGI HAUS is a hilltop retreat, overlooking Highland Pond and a 32 acre nature preserve. A large deck with sunchairs and 2 separate sitting areas overlooks the pond (during cold months) and is surrounded by greenery during warm months, for complete privacy. The open concept living room has high ceilings, a table for 6, and is centered around a circular fireplace. The room connects to a chef’s kitchen, with 8ft island, designer appliances, and Dekton countertops.

Guest favorite
A single-story cottage is set amidst greenery, showcasing maroon siding and multiple windows. The front yard features a manicured lawn with a few flowerbeds, and a stone pathway leads to the entrance, flanked by tall trees providing shade.
Cottage in Middlefield
4.92 out of 5 average rating, 271 reviews

Lake Beseck cottage

Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

Guest favorite
Apartment in New Britain
4.95 out of 5 average rating, 282 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Guest favorite
A serene bedroom includes a spacious bed dressed in neutral linens, accented with a textured throw and decorative pillows. Natural light filters in through a window, and a soft area rug complements the decor. A modern chair and bedside tables enhance the inviting space.
Apartment in Meriden
4.94 out of 5 average rating, 47 reviews

Quiet Hillside Retreat | Long Stays + Fast WiFi

Perfect for extended stays, professionals & healthcare visits This quiet hillside retreat is ideal for 6-night or longer stays — perfect for medical professionals visiting nearby hospitals, remote workers who need a peaceful workspace with fast Wi-Fi, or families needing a tranquil home base near Quinnipiac, Yale, and Meriden attractions. Enjoy nature, privacy, and comfort all in one stay.

Top guest favorite
The exterior of a colonial barn-style apartment is shown, featuring a stone chimney and a combination of red siding and a gray roof. Lush greenery surrounds the entrance, which includes large glass windows and a welcoming door. A grassy area is visible in the foreground.
Guesthouse in Glastonbury
4.93 out of 5 average rating, 234 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

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