Holiday rentals in Saybrook

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Top-rated holiday rentals in Saybrook

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Top guest favourite

Townhouse in Ashtabula

5 out of 5 average rating, 133 reviews

Sip+Shop+Snuggle this winter @ The Harbor Haven

⭐️⭐️ Welcome to Harbor Haven ⭐️⭐️ Escape to this stunning townhome in Ashtabula Harbor! Enjoy a short walk to the beach, yoga, delicious restaurants, charming shops, and a brewery. This home is thoughtfully designed with all the amenities you need for a comfortable getaway. Spend your days kayaking or fishing on Lake Erie, or explore nearby wineries and covered bridges. Spire Institute is also a short drive away! The Harbor Haven offers the perfect blend of adventure, comfort, and convenience!!

Top guest favourite

A cozy living room is framed by large windows that allow natural light to fill the space. A sectional couch is adorned with various patterned pillows, while a wooden coffee table holds decorative items. A plush area rug adds warmth to the hardwood floor.

Home in Madison

4.99 out of 5 average rating, 140 reviews

White Sands Lake House

Welcome to a timeless retreat by the water - a century-old home that marries modern comfort with historic allure. The house boasts an abundance of original charm, featuring wood paneling, beams adorning the ceiling, and the original hardwood floor. The light and airy kitchen include quartz countertops, new cabinets, appliances, and luxury vinyl plank flooring. The spacious bedrooms, living area, and dining room are caressed by daylight, creating an ambiance that is both uplifting and soothing.

Top guest favourite

Home in Geneva

5 out of 5 average rating, 110 reviews

Winter Retreat next to SPIRE, Near Wineries, GOTL

Welcome to this 4 BR, 2 full bath home that comfortably sleeps 10 guests. It’s been completely remodeled with a unique, charming and stylish vibe and attention to detail that’s second to none. The perfect space for families, couples, bachelor/bachelorette groups, sports spectators, wine enthusiasts, Lake Erie visitors, etc! Just a few doors down and seconds from SPIRE Institute/Academy, conveniently located near I90 and just minutes from the Grand River Valley wineries and Geneva-On-The-Lake

Guest favourite

A stylish living room features a light grey sofa adorned with colorful cushions and a knitted throw. A green plant and a decorative table with a lamp are nearby, complemented by a vibrant floral wallpaper that adds character to the space.

Home in Ashtabula

4.95 out of 5 average rating, 168 reviews

BOHO Bungalow Lake Erie-Wine/GOTL & BULA

Step into the spacious and relaxing 2BR 1Bath boho getaway nestled in a tranquil and picturesque area in the heart of Ashtabula County. Explore GOTL, Historic Ashtabula Harbor, Ohio Wine Country, and much more, or lounge the day away around the fire pit in the private backyard! ✔ 2 Comfortable Queen Bedrooms ✔ Spacious Living Area ✔ Fully Equipped Kitchen ✔ Backyard (BBQ, Fire Pit, Back deck) ✔ Front Porch with Lake View ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking- 2 cars See more below!

Guest favourite

A cozy cowboy-themed room features warm wooden walls and a queen-size bed dressed in a patterned quilt complemented by matching pillows. A small round table with two chairs occupies one corner, and natural light filters through a curtained window.

Barn in Jefferson

4.87 out of 5 average rating, 105 reviews

Quaint open room with bathroom on horse farm

A quaint cowboy decor room on a working horse farm . Great over night room in the country but minutes from town. Full bathroom, fridge, microwave queen size bed. . Rooster lets you know when dawn is approaching . Great stop over if hauling horses . Picnic area at top with grill. Arabian horses dot the pastures. Covered bridge on the road and within minutes of wineries, Lake Erie, Historical Ashtabula harbor. Room is small but comfortable without the noise of a hotel. Wifi but no TV .

Guest favourite

Flat in Geneva

4.85 out of 5 average rating, 215 reviews

“Casa Chardonnay” / 2 BR Boutique Apt, sleeps 3

Renovated Century home apartment, within short walking distance to Old Mill Winery. Less than half a mile to downtown Geneva. Short drive and centrally located to all the local wineries. Within 5 miles to GOTL. This unit is MCM decor with retro touches. It is a 700sf space 2nd floor unit. *Note: this is 1 of the 3 private units available at this location. The outdoor amenities are shared space with the other 2 units. (Firepit, patio, parking lot) Pets welcome for additional fee

Top guest favourite

A cozy living space features rustic wood paneling and two comfortable wooden rockers positioned beside a small table. A sectional sofa provides ample seating, while a soft rug lies on the polished hardwood floor. Natural light filters through the window adorned with blinds.

Flat in Madison

4.95 out of 5 average rating, 241 reviews

Cozy winery getaway with hot tub!

Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

Top guest favourite

A welcoming exterior of a cottage is shown, featuring a well-maintained lawn. Two dogs are resting on the grass. Flowering shrubs and plants add color to the landscape. The entrance is defined by a blue door, framed by windows that allow natural light inside.

Cottage in Ashtabula

4.97 out of 5 average rating, 121 reviews

Lake Life Cottage

Pet friendly 2 story cottage with a view of Lake Erie. Located 4 miles from Geneva on the Lake and 4 miles from historic Ashtabula Harbor right on Lake Road. Over 30 wineries within 15 miles. Spend the day touring Lake Erie with Canopy Tours, fishing with DB Sport Fishing Charters, or miniature golf at Adventure Zone. Enjoy the beach or marina by day and explore the wineries or nightlife on the strip. Stroll a few doors over for a memorable meal at the highly rated Alessandro’s.

Guest favourite

A rustic wooden cabin is showcased with a vibrant blue roof. The front porch features a railing and is adorned with potted plants. A small shed is visible to the right, while the surrounding area includes picnic tables and is lined with trees.

Cabin in Ashtabula

4.95 out of 5 average rating, 102 reviews

Charming Lakeview Cabin Near Geneva-On-The-Lake!

Welcome to the Blue Heron House at Lake Erie! Our charming lakeside cabin sits right on Lake Erie and offers stunning views for guests to enjoy. The cabin offers 2 bedrooms and 1 bathroom, a full kitchen and a cozy reading loft with stunning lake views. Enjoy sitting on the porch while taking in lake views or sit around the fire pit and roast s'mores. Blue Heron House is located minutes from Geneva-On-The-Lake/Ashtabula Harbor/Public Beaches/Wineries and more!

Guest favourite

A fire pit surrounded by four white wooden chairs is positioned on a patio overlooking Lake Erie. Gentle waves are visible in the calm water, while a clear blue sky and a few fluffy clouds create a peaceful atmosphere.

Home in Ashtabula

4.92 out of 5 average rating, 122 reviews

Oakwood Beach | Lakefront • Fire Pit + Hot Tub

🛏 5 bedrooms • 6 beds • 3 bathrooms • Sleeps 10 🌅 Direct lakefront access + epic sunsets 🌊 Hot tub open year round! Overlooking Lake Eric 🔥 Fire pit • gas fireplace • grill + Smart TV 🍽 Full kitchen • stocked essentials • outdoor dining 🛋 Huge screened-in porch w/ Lake Erie views 📍 4 miles from Geneva-on-the-Lake Strip Wake to waves, unwind on the water’s edge, and watch unforgettable sunsets — this is your private lakeside escape at Oakwood Beach.

Top guest favourite

A picturesque view of Lake Erie at sunset is captured, with soft hues of orange and pink reflected on the calm water. The scene shows a private beach area with a rocky jetty, and distant figures can be seen enjoying the shoreline.

Apartment in Geneva

4.91 out of 5 average rating, 295 reviews

Lake Erie Condo #108 w/ amazing view & indoor pool

First floor unit on Lake Erie Vista condominiums with a full view of Lake Erie. Spacious 2 bedroom 2 bathroom luxury condo. Sleeps 6. King bed in Master bedroom along with a single bed with trundle bed. Luxury spa shower in master bath with body sprayers. 2nd bedroom has a queen size bed. 2nd bathroom has tub/shower, jetted tub. Beautiful balcony overlooking Lake Erie and private beach. Indoor pool also has a view of Lake Erie.

Guest favourite

The A-Frame cabin stands among towering trees, showcasing its distinct triangular shape and large front deck. Surrounded by lush greenery, the wooden façade and black accents blend harmoniously with the natural environment, creating a sense of privacy and seclusion.

Cabin in West Farmington

4.9 out of 5 average rating, 733 reviews

The Triangle: A-Frame Cabin for your city retreat

Cabin retreat in the Village of West Farmington. This 400 sq. ft. A-Frame cabin is perfect for a weekend away from the city to relax, rejuvenate, and rest. The welcoming nature of the cabin is immediately apparent when you walk in - the wood-burning stove, the exposed beams throughout, and the many small details will draw you in to your weekend home. Brand new deck in Fall 2024! Extremely close to The Place at 534.