Holiday rentals in Devon

4.95 out of 5 average rating, 161 reviews

Flat in Milford

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

5 out of 5 average rating, 90 reviews

HGTV renovation! Steps to shops & water | Firepit!

*Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from a quaint downtown •1 block from the water, •Walk to the beach, restaurants, coffee house, ice cream parlor, deli, convenience store, liquor store, and more... • Complete Clean Linen Participant - luxe, white, 100% cotton sheets & fluffy duvets •Relax in the FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue!

5 out of 5 average rating, 28 reviews

Bull Shark Bungalow-Walk to Beach, Pet Friendly

Fully remodeled and completely upgraded, the Bull Shark Bungalow has it all! Situated at the end of a quiet, dead-end street surrounded by nature. A short walk to Wildemere Beach, and a few minute drive to Downtown Milford, Walnut Beach, Silver Sands Park, Audubon Society, and The Tyde wedding venue. Enjoy the wide open living room with 12 foot ceilings, huge couch, and 85 inch TV. All 3 bedrooms have high quality mattresses. Approx 10 miles from Fairfield & Yale University, and Tweed Airport.

4.98 out of 5 average rating, 104 reviews

Flat in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

4.94 out of 5 average rating, 143 reviews

Loft in Milford

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

4.95 out of 5 average rating, 102 reviews

Cottage in Milford

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage perfect for your summer at the shore! It is tucked away on a quiet street, across from Silver Sands Beach Milford. This cozy cottage offers 2 bedrooms with bonus loft sleeping area. In one of CT's most desired shoreline locations, steps to the private beach & Silver Sands State Park boardwalk, walnut beach, ice cream and cafe. Close to downtown green which offers bars and restaurants, train to NYC and New Haven, Yacht Clubs and Yale. Beach Vacation. Pet Friendly!

4.96 out of 5 average rating, 222 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

4.99 out of 5 average rating, 111 reviews

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

4.96 out of 5 average rating, 140 reviews

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

4.95 out of 5 average rating, 323 reviews

Cottage in Milford

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

4.99 out of 5 average rating, 124 reviews

Cottage in Milford

3 BD Cottage Walk 2 Beach + Tyde Venue w/ Fire Pit

Steps from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

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Other great holiday rentals in Devon

Private room in Stratford

5 out of 5 average rating, 8 reviews

Quiet, cozy Stratford location

KaitlynRating, 5 stars3 days ago

If you’re staying in or near Stratford, I would suggest staying here! The space is great for two people, and would be comfortable for longer stays. It was also spotlessly clean, smelled phenomenal, and felt super cozy. 10/10, would HIGHLY recommend.

Private room in West Haven

4.93 out of 5 average rating, 181 reviews

Cozy bedroom near the beach.

MariusRating, 5 stars5 days ago

We only came to sleep basically for one night before we moved up north. But we felt very comfortable and had a very pleasant stay! Freddy welcomed us friendly and everything was nice and clean!

Private room in Bridgeport

4.86 out of 5 average rating, 218 reviews

Cozy Private Bedroom in Bridgeport

BrianneRating, 5 stars3 weeks ago

Alejandro is a very responsive and helpful host. The room was exactly as described. The location was quiet and the street outside felt safe. It is extremely close to 95 so very convenient. The bathroom was clean and most of the time, the other guests were responsible and considerate that we were sharing it.

Private room in Stratford

4.94 out of 5 average rating, 32 reviews

Elegant & Cozy Sunlit Room

KathleenRating, 5 stars1 week ago

Great place with good lighting in the bedroom! Host was very kind and proactive.

Private room in Stratford

5 out of 5 average rating, 13 reviews

Cece's Nature Lover Resort

JaeRating, 5 stars1 week ago

Daniela was so kind and accommodating! My stay was only for one night, and Daniela immediately welcomed my booking with her for such a short stay. When I shared I’d hardly eaten during my travel to CT, and after getting stuck at the train station longer than expected, she offered some vegetarian pizza. The room was so cozy between the fan, low lighting, and comfortable bedding. I slept through the night, despite not being the only guest lodging there! It was lovely talking with Daniela and meeting her precious dog. I’m incredibly grateful for the space to rest on the first night of my vacation!

4.93 out of 5 average rating, 14 reviews

Tranquil beach retreat

NoreenRating, 5 stars3 weeks ago

Perfect place for our weekend. Accommodated our group, which included grandparents. Easy walk to beach for all. Bathrooms on each floor was a major plus.