
Holiday rentals with outdoor seating in Guilford
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Top-rated rentals with outdoor seating in Guilford
Guests agree: these rentals with outdoor seating 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)
Get Back to Nature at a Modern Wood Clad Getaway
WINTER IS HERE…Come and enjoy a wonderful cozy time in our guest house. The winter birds are easy to see and you can still hike along the ocean. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here year round. 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.

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”.

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

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.

Guilford Lakes Cottage, with hot tub and fire pit.
Kick back and relax in this calm, stylish home, yards from private lakes for kayaking, swimming, fishing or skating in season. For the adventurer, enjoy year round access to extensive forest trail systems for hiking, mountain biking, cross country skiing, and snowshoeing, only a 2 minute walk from our door. Nicknamed " Guilford's Little Augusta," the 9 hole, par 27 executive Guilford Lakes Golf Course is only 1/4 mile away. Five miles south lies one of the 5 most beautiful town greens.

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)

Updated cottage "Beriozka" on Cedar Lake
Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

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
Popular amenities for outdoor seating rentals in Guilford
House rentals with outdoor seating

Westshore Luxury

Amazing 2BR Riverfront Gem

Large Designer Westville house! Walk to Yale Bowl

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Oceanfront Retreat with Hot Tub

Beach Haven - waterfront, near Yale, sunsets

Cozy Comforts!

Comfortable home away from home- near everything
Apartment rentals with outdoor seating

On the Park: 3 RM Apt. w/kit. in historic house

The Boathouse, private downtown Harborside suite

Mystical Ocean View in Historic Stonington Borough

Ridgeview Suite at Stony Creek Depot

Charming Chester Retreat - Cottage

Spacious Cozy Guest Suite

Cozy & Private Apartment Near the Ocean

Peaceful apartment on 3.5 acres w/ Artist studio.
Apartment rentals with outdoor seating

Montauk Royal Atlantic Beach Resort North

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

Montauk Waterfront Condo w/ Sunset Views

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Waterfront Autumn Escape in Wine Country: 2BR

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa
When is the best time to visit Guilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $346 SGD | $348 SGD | $346 SGD | $346 SGD | $425 SGD | $485 SGD | $457 SGD | $517 SGD | $417 SGD | $377 SGD | $396 SGD | $382 SGD |
| 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 holiday rentals with outdoor seating in Guilford

Total holiday rentals
Explore 70 holiday rentals in Guilford

Nightly prices starting at
Guilford holiday rentals start at $142 SGD per night before taxes and fees

Verified guest reviews
Over 5,090 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Guilford holiday rentals include wifi 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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- Rentals with beach access Guilford
- Rentals with a firepit Guilford
- Rentals with a washing machine and dryer Guilford
- Waterfront rentals Guilford
- Pet-friendly rentals Guilford
- Rentals with a fireplace Guilford
- Rentals with a patio Guilford
- House rentals Guilford
- Family-friendly rentals Guilford
- Rentals with outdoor seating Connecticut
- Rentals with outdoor seating United States
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Ocean Beach Park
- Rowayton Community Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Groton Long Point Main Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Napeague Beach
- Amagansett Beach
- Jennings Beach
- Wildemere Beach
- Sandy Beach
- Seaside Beach
- Outer Beach at Smith Point County Park




