
Vacation rentals with outdoor seating in Guilford
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Top-rated outdoor seating rentals in Guilford
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Spacious Oceanfront Getaway with Spectacular Views
Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Spacious 5 BR Home near town
Spacious 5 Bedroom 2 story farmhouse in quiet neighborhood of Historic Guilford. Perfect for family gatherings, reunions, special occasions, traveling work crews, or a simple vacation getaway. There is ample room for everyone to relax and unwind. The kitchen is stocked with enough dinnerware and appliances for all Just 1 mile from town, the home offers easy access to I-95, New Haven, Yale Univ. and the scenic Connecticut shoreline. Hiking trails & local PYO Farm Market are a short walk away.
Get Back to Nature at a Modern Wood Clad Getaway
HAPPY SPRING… PEEPERS are singing. The spring birds are arriving and the crocuses are up. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here. Beautiful hiking trails in the woods and along the beachfront. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Hartwoods Yurt
Enjoy a unique wilderness getaway and unwind in a peaceful, 10.3 acre wooded environment in our 30’ diameter Yurt, which sleeps 4 in North Guilford, CT. This elevated cylindrical dwelling offers solitude and a large deck with comfortable chairs and forest views. Shaded and cool in the summer with air conditioning and fans available. This Yurt provides a wonderful respite from the hectic world. Perfect for nature lovers with a nearby brook and miles of trails for hiking and mountain biking.

Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Cozy Home In Short Beach Community
A cozy home in a beach community that has a central location with easy access to outdoor activities & local restaurants. The home is also 5 minutes from the Branford Train Station, Stony Creek Brewery, & Branford's town center. We are also a 10 minute drive from New Haven, home to Yale University, Yale Hospital and other colleges/universities. Our guests also gain access to Johnsons' Beach, a private residents only beach, located just around the corner from the home(4min walk/900ft)

Waterfront Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Seagrass Bungalow
🌾Seagrass Bungalow is a sun filled, romantic, peaceful, back to nature, mini-home, that is exactly where you are meant to be! Private & surrounded by seagrass blowing in the breeze & cheerful birds waking you with the sunrise. Seagrass Bungalow is the perfect getaway for two & their small pup. Do yoga on the private deck, shower outdoors in the sunlight, grill local corn, have a cocktail by the firepit, or get out & walk to the cutest town green, shops, restaurants, & beach! ☀️

Charming home, easy access to everything Branford
Full home, comfortable and very well equipped. Private fenced in backyard with patio dining area. Off-street (driveway) parking. Short Walk to the Shoreline Greenway trail. Less than a mile to downtown, parks, beaches, restaurants, marina, Stoney Creek Brewery. Near event venues, The Owenego and Pine Orchard club. Close to New Haven. Family(kid) Friendly home with private fenced in backyard with patio dining area. Equipped with Pack N Play, highchair, booster seat, etc

Ridgeview Suite at Stony Creek Depot
OPERATING UNDER BRANFORD PERMIT #STR-26-10 The New England-chic interior design of the 1,300-sf Ridgeview Suite blends modern amenities with charming, unique vintage artifacts. With a large bright kitchen, office/library, wet-bar and laundry room, this 2-bedroom suite is ideal for families or corporate guests. Savor small town life in Stony Creek Village with its small public beach, playground, and sandwiches shops in town.
Popular amenities for Guilford outdoor seating rentals
House rentals with outdoor seating

Amazing views of the Brass City

Breathtaking home with unforgettable views & pool!

Stunning Artisan Waterfall Escape, Walk Downtown

Westshore Luxury

Amazing 2BR Riverfront Gem

Coastal Getaway on Marsh Near Beach, Town, Trails

Cozy Comforts!

Q River House - 2 bdrm, minutes from Yale/Downtown
Apartment rentals with outdoor seating

The Boathouse, private downtown Harborside suite

The Blue Bird: Cozy 3 BR, Close to Yale & Downtown

Private One Bed Apartment - Newly Renovated!

Charming Chester Retreat - Cottage

Spacious Cozy Guest Suite

Retreat in New Haven by Stephanie and Damian

Bright, Southold Studio Apt near beach & town

Modern Downtown Stay Near Yale • Rooftop • Gym
Condo rentals with outdoor seating

Beautiful condo on Long Islands Northfork

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Beautiful Waterview Condo on the North Fork of LI

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Norwich spa retreat on golf course near casinos

Waterfront Escape | Private Beach, Pool & Views

Beachside Waterview 2Br Condo w/ Pool in Greenport
When is the best time to visit Guilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ988 | ﺩ.ﺇ992 | ﺩ.ﺇ988 | ﺩ.ﺇ988 | ﺩ.ﺇ1,212 | ﺩ.ﺇ1,385 | ﺩ.ﺇ1,304 | ﺩ.ﺇ1,476 | ﺩ.ﺇ1,190 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,208 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about vacation rentals with outdoor seating in Guilford

Total vacation rentals
Explore 70 vacation rentals in Guilford

Nightly prices starting at
Guilford vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 5,270 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
60 of Guilford vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guilford rentals

4.9 Average rating
Guilford stays are highly rated by guests—averaging 4.9 out of 5!
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- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Fairfield Beach
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- Sunken Meadow State Park
- Hammonasset Beach State Park
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- Long Island Aquarium
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