Vacation rentals in Durham

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Top-rated vacation rentals in Durham

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Top guest favorite

A spacious deck is shown, featuring a grill and outdoor seating. Large glass doors lead into the studio, while the wooden flooring adds a rustic charm. The surrounding natural greenery provides a peaceful view, enhancing the outdoor experience.

Guest suite in Durham

4.9 out of 5 average rating, 40 reviews

Spacious Studio in quiet neighborhood.

Quiet, rural setting. Surrounded by nature in a historic town. Spacious private studio. Queen bed ( playpen, inflatable toddler bed & high chair on request) Full kitchen& full bath. Large deck, off street parking. Conveniently located half way between NYC and Boston. You can be in either in about 2 hours. An hour from RI beaches . A very central location. Connecticut has much to see and explore. The Connecticut River, the Housatonic River and our extensive shoreline. So much to see and do!

Guest favorite

A residential house with a welcoming front porch and manicured bushes is presented. The two-story structure features a light-colored exterior and multiple windows. A narrow driveway to the side leads to a smaller garage. The setting indicates a neighborhood atmosphere.

Apartment in Middletown

4.94 out of 5 average rating, 805 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

Top guest favorite

The spacious studio suite features a queen-sized bed, wooden flooring, and a dining area with a small table and chairs. A Smart TV is mounted on the wall opposite a well-lit kitchenette, which includes a small fridge and microwave. Soft lighting enhances the relaxed ambiance.

Guest suite in Cheshire

4.93 out of 5 average rating, 141 reviews

Cozy & Private Studio Suite

Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

Top guest favorite

A spacious living area features large bay windows, allowing natural light to illuminate the room. Comfortable seating is arranged around a central area rug, creating a welcoming space for relaxation. A stone wall adds a natural element, complementing the light-colored walls.

Home in Haddam

4.95 out of 5 average rating, 22 reviews

Luxe Lake House Retreat Between Boston & New York

Take the peaceful lakeside retreat you've been craving at this 5-bedroom, 3.5-bath vacation rental in Haddam, CT! 2 hours from Boston and New York; close to Yale & Wesleyan with beautiful views. The home promises quality family time inside and out: spend the afternoon fishing for bass off the dock, host a barbecue on the deck, or have a fun-filled game night in the rec room with theater seating. Free parking, large smart TV's, gorgeous soaking tubs and high end rainfall showers await you.

Top guest favorite

A private deck features comfortable seating arrangements with soft cushions. A decorative area rug is placed beneath a small table. String lights hang overhead, enhancing the cozy ambiance of the outdoor space. The red exterior of the loft adds charm to the setting.

Guesthouse in Wallingford

5 out of 5 average rating, 117 reviews

The Garden Loft - A Charming Choate 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

A calm lake reflects the soft hues of twilight, bordered by lush greenery on both sides. The water's surface is smooth, mirroring the trees and the sky above. A faint crescent moon can be seen as it begins to rise in the background.

Apartment in Guilford

4.96 out of 5 average rating, 83 reviews

Cozy Private Lake Q Retreat

Escape to a charming lakeside haven! Our cozy 1-bed, 1-bath retreat is a tranquil getaway. Nestled by the water, it's perfect for a romantic escape or a solo recharge. Enjoy stunning lake views, a comfy bedroom, and a serene bathroom. Unwind on the private deck, take a dip in the crystal-clear waters, or explore nearby nature trails. A lofted office space with l-shaped desk and computer monitor with connection hub invites both creativity and productivity. Your lakeside escape awaits!

Top guest favorite

A young piglet is seen resting on a bed of straw. Its shiny black and white fur contrasts with the golden straw, while its small ears perk up. The background features blurred earthy tones, suggesting a rustic farm environment.

Guesthouse in Portland

5 out of 5 average rating, 200 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Top guest favorite

Home in Haddam

5 out of 5 average rating, 126 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

A clean bathroom countertop displays a crystal soap dispenser and containers holding cotton balls and swabs. A decorative tray presents a coordinating design, while fresh towels are neatly arranged nearby. The mirror reflects light, enhancing the clarity of the space.

Condo in Middletown

4.94 out of 5 average rating, 154 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

Top guest favorite

A cozy outdoor seating area features a fire table with a vibrant flame, surrounded by a stone patio and a neatly landscaped yard. A variety of plants and decorative stones enhance the natural setting, providing a serene backdrop for relaxation.

Apartment in New Britain

4.95 out of 5 average rating, 193 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 modern entranceway features a large black front door with frosted glass panes, allowing natural light to brighten the space. A minimalist wall art piece adds a decorative touch, while a textured area rug lies on the polished wood floor, enhancing the welcoming ambiance.

Home in Middlefield

5 out of 5 average rating, 20 reviews

Charming Connecticut Hideaway

This beautifully remodeled two bedroom single family home is situated on a large private lot in the quaint town of Middlefield, Connecticut. The house is centrally located and just a short drive from Wesleyan University, Lyman Orchards, Middlesex Hospital, Lake Beseck and much more. No matter your reason for visiting the area, this home is sure to leave you feeling satisfied and wanting to return again soon.

Top guest favorite

A lush garden space is surrounded by vibrant greenery and flowering plants. A brick patio features a red umbrella over a small table and chairs, providing a shaded area for relaxation. Decorative planters enhance the tranquil setting, inviting guests to enjoy the outdoors.

Guest suite in Wallingford

5 out of 5 average rating, 591 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station.

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Other great vacation rentals in Durham

An outdoor seating area is organized with dark wicker furniture arranged around a central table, situated on a pea stone patio. A fire pit is visible in the background. Decorative outdoor lights and a garden torch enhance the space, surrounded by fallen leaves.

Guest suite in Cromwell

4.83 out of 5 average rating, 6 reviews

Private Guest Suite

JaredRating, 5 stars1 day ago

Absolutely the best Airbnb I’ve been to. Everything was beautiful and clean. The house is perfect and I loved every part of it. Everything is arranged like a hotel and even smells like one. The area is close to all the major parts of the city. Marc-Antony kept me updated every step of the way and answered all my questions. Such a kind and welcoming host. I came to take the MCAT and the I was so at peace there that I felt relief from all my anxiety about the test. Thank you so much for such an amazing stay, I’ll be back for sure!

Guest favorite

A serene pond is depicted, surrounded by lush greenery. Leafy lily pads float gently on the water's surface, reflecting the trees and foliage nearby. The atmosphere conveys a sense of tranquility, with the stillness of the water enhancing the natural beauty.

Private room in Guilford

4.94 out of 5 average rating, 414 reviews

Tucked Away Near Lake and Hiking

ShiraRating, 5 stars2 days ago

Beth was so kind and hospitable. This is a beautiful house in a peaceful, quiet setting. I loved staying here.

Home in Meriden

4.75 out of 5 average rating, 20 reviews

The hideout Studio

DerekRating, 5 stars6 days ago

I’m very cool little please exactly what we needed for the night. The only complaint I would have as he needs more towels, but beside that it was perfect for what we booked it for. The location is not what I would call vacation type spot but again was perfect for where we needed to be and met all of our needs. Steven communicated all the information we needed without having to bother him once. Would stay again.

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!

Top guest favorite

A wooden deck is shown, featuring a railing with metal wire accents. Sunlight casts shadows on the surface, revealing a spacious area suitable for outdoor activities. In the background, trees and a small white shed are visible, contributing to a peaceful outdoor setting.

Apartment in Middletown

4.97 out of 5 average rating, 35 reviews

Your Sweet Spot in Middletown CT

JessicaRating, 5 stars1 month ago

My husband and I enjoyed our stay at the Sweet Spot. It’s a cozy studio in-law apartment built off the main home. The apartment was clean and well kept. We had the pleasure of meeting our host, Bridget, and she shared that they had recently converted the space from a sun room into an apartment. We didn’t have the opportunity to meet Collette. Location is prime as it’s close to downtown Middletown, Wesleyan University, as well as easy access to Route 9. Being close to Main St. made it easy for us to get up in the morning and grab a quick breakfast before heading out for the day. The neighborhood they are in is peaceful, located in a residential area. Would book again.

Top guest favorite

A spacious room is featured, showcasing an angled ceiling with light-colored walls. A colorful dresser is positioned against one wall, while a desk with an office chair stands nearby. Natural light streams in through a window above a radiator, enhancing the quiet ambiance.

Private room in Hamden

4.97 out of 5 average rating, 471 reviews

Spacious room with private bathroom

ShahanRating, 5 stars3 days ago

Lauren is a great host . My stay was great . Her recommendation on the local information was really helpful. Enjoyed every bit of my staying . Hope to book it again for my next visit .

Guesthouse in Middletown

4.83 out of 5 average rating, 6 reviews

Cozy Historic Home Guest Suite

RandyRating, 5 stars5 days ago

Beautiful old school house with amazing furniture. great! comfy bed. perfect bathroom. wonderful porch. couldn't recommend more 10 out of 10. very accommodating and allowing me to record the last episode of my podcast. really appreciate this host

An indoor recreation area features a blue ping pong table centrally positioned on a light-colored floor. Natural light floods in through large windows, illuminating the surrounding seating and social spaces designed for relaxation and entertainment.

Apartment in Meriden

4.81 out of 5 average rating, 199 reviews

Cozy Studio in Meriden Metro | Pool & Gym Access

JoseRating, 5 stars1 day ago

Overall, I had a good stay at Ronnie’s place in Meriden. The place was clean, spacious, and had everything I needed for a comfortable trip. It was in a convenient location—easy to get around and close to restaurants and stores. The only small downside was that the bed could’ve been a bit more comfortable. Not a major issue, just something to note. All in all, it was a solid stay and a good value for the price.

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Vacation rentals in Durham

Top-rated vacation rentals in Durham

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