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Vacation Home Rentals in Guilford, Connecticut

Vacation Home Rentals in Guilford, Connecticut

Guilford Vacation Rentals - Spectacular Oceanfront, Secluded Setting W/ Beach
Guilford Vacation Rentals - Spectacular Oceanfront, Secluded Setting w/ Beach
House with 3 bedroom(s), 2 bathrooms(s), sleeps 8
2.4 miles to Guilford
Guilford, Connecticut, 06437
Spectacular Nantucket-style home on Long Island Sound: A secluded get-away paradise with nine rooms, over 250 ft of waterfront, a private sandy...
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Awesome Views Of Long Island Sound! Relax, Swim, Walk And Feel The Sea Breezes!
Awesome Views of Long Island Sound! Relax, swim, walk and feel the sea breezes!
Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 6
1.6 miles to Guilford
Guilford, 6437
Experience one of CT's most desirable and family friendly shoreline areas - Mulberry Point (a private association) in historic Guilford. This...

from 1,000 USD

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Fabulous Beach House Close To Town, Shops And Restaurants
Fabulous Beach House Close to Town, Shops and Restaurants
House with 3 bedroom(s), 2 bathrooms(s), sleeps 8
1 miles to Guilford
Guilford, 6437
This beautiful shore house is located within minutes of the beach, restaurants, marinas and the quaint and picturesque town square of Guilford,...

from 2,000 USD

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Fabulous Lakefront Paradise--Available Year-Round!
House with 4 bedroom(s), 2 bathrooms(s), sleeps 8
2.6 miles to Guilford
Guilford, 6437
The Perfect Winter Vacation Getaway!!! Relax in front of a roaring fire in either one or both of our large wood-burning fireplaces (plenty of...
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Private Island ! Thimble Islands, Bridge, Beach
House with 3 bedroom(s), 2 bathrooms(s), sleeps 8
3 miles to Guilford
Guilford, 6437
This recent Nantucket Shingle Style Waterfront Home is located on NARROWS ISLAND in Long Island Sound. The island is part of the archipelago known...

from 3,500 USD

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Quintessential Spacious Shoreline Home With Ocean Views And Beach
House with 4 bedroom(s), 3 bathrooms(s), sleeps 7
1.7 miles to Guilford
Guilford, 6437
Lovely Shoreline Air -Conditioned Home: view of and short walk to private association beach: Granite counters and stainless steel appliances:...

from 2,700 USD

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Sleeps 8 Fireplace,Wood Floors, Furnished...Walk To The Green....Credit Cards
House with 4 bedroom(s), 2 bathrooms(s), sleeps 8
0.6 miles to Guilford
Guilford, 6437
Offering three homes on the Connecticut shoreline as vacation rental properties in Old Saybrook and Guilford for the past seven years, we take...

from 900 USD

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Surrounded By Nature
House with 4 bedroom(s), 3.5 bathrooms(s), sleeps 12
9.5 miles to Guilford
Guilford, 6437
This property is a great place to raise a family in the country! The barn has three horse stalls and a professional riding and boarding stable is...

from 1,000 USD

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Walk To Beach, To Town... To The Restaurants. Uncompromised Convenience!
House with 4 bedroom(s), 2.5 bathrooms(s), sleeps 8
1 miles to Guilford
Guilford, 6437
Walk to town center, walk to train, walk to the restaurants, walk to your boat! Close to beach, marina, commuter rail and and town...

from 2,800 USD

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Waterfront Charming Victorian Summer Cottage
Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 5
1.6 miles to Guilford
Guilford, 6437
Delightful cottage with private yard, barbecue and picnic table just steps away from private sandy beach on Long Island Sound. Perfect for summer...

from 975 USD

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Waterfront Cottage- Long Island Sound Sunsets
Cottage with 4 bedroom(s), 1 bathrooms(s), sleeps 7
1.6 miles to Guilford
Guilford, 6437
Classic New England shingled cottage with spectacular views of Long Island Sound. Water access from both our property and private association...

from 1,700 USD

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Waterfront Lovely Home!
House with 4 bedroom(s), 2.5 bathrooms(s), sleeps 8
1.6 miles to Guilford
Guilford, 6437
'Kate's Cottage' is newly remodeled year round waterfront home across the road from a private association beach and boasts spectacular setting and...

from 1,000 USD

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Waterfront Majestic Victorian Summer House
Cottage with 5 bedroom(s), 1.5 bathrooms(s), sleeps 10
1.6 miles to Guilford
Guilford, 6437
This majestic ocean front house on Long Island Sound can only be described as an historic delight. This property has been in our family for...

from 2,800 USD

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Waterview Cottage, Peaceful, Quaint, Private
Cottage with 5 bedroom(s), 1.5 bathrooms(s), sleeps 10
2.3 miles to Guilford
Guilford, 6437
Two-story Cape Cod house. Private secluded location on 1.44 flat acres. House has 2,320 square feet, 5 bedrooms, one full bath, one half bath,...

from 2,400 USD

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Waterviews From Every Room With Sandy Beach
House with 2 bedroom(s), 2.5 bathrooms(s), sleeps 7
1.6 miles to Guilford
Guilford, 6437
Water views from every room; we offer 2 kayaks for your use and 4 bicycles to ride, 3 Plasma TV's Central AC, hardwood floors, 32 foot living...

from 2,200 USD

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Vacation Home Rentals in the Guilford, Connecticut Area

Madison Vacation Rentals - Tidewater Inn Bed & Breakfast
Bed and breakfast with 9 bedroom(s)
3.8 miles to Guilford
Madison, Connecticut, 06443
Open Year Round...Tired of staying at hotels and motels? Are you looking for lodging accommodations where you will be pampered and greeted by...
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Coastal Connecticut Vacation Rentals - Ennis Cottage On The Branford Seaside
Cabin with 1 bedroom(s), 1 bathrooms(s), sleeps 2
6 miles to Guilford
Coastal Connecticut, Connecticut, 06405
Whether you bask in the sun on the beach, or curl up with a book in the shade in the garden in summer, or walk the shore and sit by the fire in...

from 112 USD

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Clinton Vacation Rentals - Romantic Ct B&B On Historic Green - Walk To Beach!
Bed and breakfast with 4 bedroom(s)
7.8 miles to Guilford
Clinton, Connecticut, 06413
This c.1734 National Historic Register Connecticut bed & breakfast is a colonial charmer in Clinton, Connecticut, a quintessential New England...
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Westbrook Vacation Rentals - Angel's Watch Inn Bed And Breakfast
Bed and breakfast
11.6 miles to Guilford
Westbrook, Connecticut, 06498
A Connecticut Bed and Breakfast. Angels’ Watch Inn, is located in Westbrook. Come for a romantic weekend getaway. Elope or have a small...
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Westbrook Vacation Rentals - Captain Stannard Bed And Breakfast Country Inn
Bed and breakfast with 10 bedroom(s)
11.6 miles to Guilford
Westbrook, Connecticut, 06498
Located in the Connecticut shoreline village of Westbrook the Captain Stannard Bed and Breakfast is an inn for all seasons. This historic...
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Westbrook Vacation Rentals - Walk To The Beach From This Romantic 1876 Victorian Inn & Cottage!
Bed and breakfast with 14 bedroom(s), 16 bathrooms(s), sleeps 32
11.6 miles to Guilford
Westbrook, Connecticut, 06498
Centrally located to numerous area attractions and only a short walk to sandy beaches lies this award winning b&b. Picturesque features such as a...
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Westbrook Vacation Rentals - Westbrook Inn B&B, Walk To Beach!
Bed and breakfast with 11 bedroom(s)
11.6 miles to Guilford
Westbrook, Connecticut, 06498
Step Back In Time to the Romantic Victorian Era to this Magnificently Restored, CT Historic Inn. Graceful Flowered Grounds, Fine Antique...
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Ivoryton Vacation Rentals - Copper Beech Inn - "The Best Country Inn"
Bed and breakfast with 13 bedroom(s)
12.9 miles to Guilford
Ivoryton, Connecticut, 06442
Selected as ”The Best Country Inn” in Connecticut by the readers of Connecticut Magazine, for the past two years, the Copper Beech Inn is minutes...
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New Haven Vacation Rentals - Farnam Guest House
Bed and breakfast
13.8 miles to Guilford
New Haven, Connecticut, 06511
Prospect Hill is the most exclusive and elegant neighborhood in New Haven, close to downtown and home to the Yale Divinity School, the School of...
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New Haven Vacation Rentals - Touch Of Ireland Guest House
Bed and breakfast
13.8 miles to Guilford
New Haven, Connecticut, 06511
Reminiscent of the doors of Dublin, the entrance to 670 Whitney Avenue in New Haven welcomes you with the warmth and hospitality that Jeannine and...
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Wallingford Vacation Rentals - Wallingford Victorian Bed And Breakfast
Bed and breakfast
14.2 miles to Guilford
Wallingford, Connecticut, 06492
Grand 1891 era Queen Anne victorian home in historic New England. From the soaring three story conical tower to the stained glass windows and...
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Old Saybrook Vacation Rentals - Deacon Timothy Pratt Bed & Breakfast Inn
Bed and breakfast with 7 bedroom(s)
15.2 miles to Guilford
Old Saybrook, Connecticut, 06475
Enjoy the splendor of yesteryear in this magnificent c.1746 National Historic Register quintessential New England shoreline Bed and Breakfast Inn ...
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Old Saybrook Vacation Rentals - Deacon Timothy Pratt Bed And Breakfast Inn C.1746, Old Saybrook, Ct
Bed and breakfast with 1 bedroom(s), 1 bathrooms(s), sleeps 20
15.2 miles to Guilford
Old Saybrook, Connecticut, 06475
We invite you to step back in time and enjoy the splendor of yesteryear in this magnificent c.1746 National Historic Register Bed and Breakfast...
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Greenport Vacation Rentals - 1897 Victorian Lady
Bed and breakfast
20.3 miles to Guilford
Greenport, New York, 11944
The Victorian Lady Bed & Breakfast provides a warm and inviting atmosphere while taking you back to Victorian times. This delightful b&b is...
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Greenport Vacation Rentals - The Bartlett House Inn
Bed and breakfast
20.3 miles to Guilford
Greenport, New York, 11944
This 10 bedroom/bath Victorian home was built in 1908 by NY State Assemblyman John Bartlett to entertain many of that period's luminaries. Now in...
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Greenport Vacation Rentals - The Morning Glory Bed & Breakfast
Bed and breakfast
20.3 miles to Guilford
Greenport, New York, 11944
The Morning Glory Bed & Breakfast is a beautifully renovated 19th-century home in Greenport, New York, part of the charming and historic North...
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East Marion. Long Island Vacation Rentals - Quintessentials Bed & Breakfast & Spa
Bed and breakfast
20.6 miles to Guilford
East Marion. Long Island, New York, 11939
Quintessentials b&b and Spa is a romantic retreat on the North Fork in Long Island Wine Country, New York just 90 miles from New York City...
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Southold Vacation Rentals - Acorn Hollow B&B
Bed and breakfast
20.8 miles to Guilford
Southold, New York, 11971
Acorn Hollow b&b, is located on the beautiful North Fork of Long Island, New York in the midst of wine country and enveloped by beautiful beaches,...
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Southold Vacation Rentals - Luxury 3 Br/2Bath Beach House For The Price Of A Hotel Room
House with 3 bedroom(s), 2 bathrooms(s), sleeps 7
20.8 miles to Guilford
Southold, New York, 11971
Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of...

from 350 USD

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Southold Vacation Rentals - Shorecrest Bed And Breakfast
Bed and breakfast
20.8 miles to Guilford
Southold, New York, 11971
As you enter Shorecrest, built on a crest of the Long Island Sound, you sense the history that surrounds this seaside mansion built in 1897 as a...
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Cutchogue Vacation Rentals - Vintage Bed & Breakfast Inn
Bed and breakfast with 3 bedroom(s)
21.4 miles to Guilford
Cutchogue, New York, 11935
Vintage Bed & Breakfast is a newly built b&b Inn in the heart of New York's Long Island Wine Region where casual elegance, romance, superior...
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Shelter Island Heights Vacation Rentals - Olde Country Inn
Bed and breakfast
22.2 miles to Guilford
Shelter Island Heights, New York, 11965
This charming Victorian inn, originally built circa 1886, is located on beautiful Shelter Island nestled between the North and South Forks of Long...
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Deep River Vacation Rentals - Riverwind Inn Bed And Breakfast
Bed and breakfast
11.4 miles to Guilford
Deep River, Connecticut, 06417
Welcome to the Riverwind Inn Bed and Breakfast. Located in the scenic lower Connecticut River Valley, amidst towns like Essex, Chester and Haddam,...
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Shelter Island Vacation Rentals - Eclectic Round House-4Bedroom+Cottage+Pool-1.5Acr
Vacation rental with 4 bedroom(s), 4 bathrooms(s)
22.2 miles to Guilford
Shelter Island, New York, 11965
This eclectic "Round" house is a one of a kind on Shelter Island. Sited on 1.5 acres in Hay Beach with slices of bay views, this upside down house...

from 273 USD


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Aquebogue Vacation Rentals - North Fork Home With Forever Farm View
Vacation rental with 5 bedroom(s), 2 bathrooms(s)
24.5 miles to Guilford
Aquebogue, New York, 11901
Five bedroom home with central air conditioning.This home has modern kitchen pillow top bed two large 42" plasma tvs.This home has tvs in each...

from 218 USD


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Greenport Vacation Rentals - Stirling House Bed & Breakfast
Bed and breakfast
20.3 miles to Guilford
Greenport, New York, 11944
Located in the heart of Greenport Village, the historic district's only waterview Bed and Breakfast offers its guests old world southern charm...
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Southold Vacation Rentals - Luxury Beach House For The Price Of A Hotel Room
Vacation rental with 3 bedroom(s), 2 bathrooms(s)
20.8 miles to Guilford
Southold, New York, 11971
Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of...

from 259 USD


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Charming Waterfront Cottage With Spectacular Ocean Views
Cottage with 2 bedroom(s), 2 bathrooms(s), sleeps 6
0.2 miles to Guilford
Guilford, 6437
Charming, shingled waterfront cottage for rent by week or month in historic Guilford, Connecticut. Swim and kayak from the front of the house; a...

from 1,500 USD

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Ennis Cottage At Branford Seaside
Cottage with 1 bedroom(s), 1 bathrooms(s), sleeps 2
0.5 miles to Guilford
Milford, 6405
Rent a week or more in this three season seaside cottage for couple. In summer: bask in the sun on the beach, or curl up with a book in the shade...

from 782 USD

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Unique *Charming* Timeless Cottage
Cottage with 3 bedroom(s), 2 bathrooms(s), sleeps 6
0.6 miles to Guilford
Guilford, 6435
Unique *Charming* Timeless Cottage. Location: Guilford, Connecticut, USA (Voted one of the top 100 towns to live in 1 1/2 hrs to...
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Cozy Cottage By The Sea
House with 4 bedroom(s), 1.5 bathrooms(s), sleeps 9
1.6 miles to Guilford
Guilford, 6437
Our home in Guilford was built in 1900 and we have chosen to retain its original charm. The rooms are pine paneled and stay cool in the summer...
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Connecticut Shoreline Beach Cottage With Panoramic Views Of The Sound
Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 4
1.7 miles to Guilford
Guilford, 6437
Indian Cove cottage on private road with two sandy beaches, boat dock and swimming raft. Kayak, swim, sail, fish, clam, bike, hike. Friendly...

from 1,400 USD

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Beach Front Cottage — Madison Ct In Madison
Cottage with 3 bedroom(s), 1 bathrooms(s), sleeps 6
1.8 miles to Guilford
Madison, 6443
On the beach! Our family's 1938 wood cottage is directly on Circle Beach, a quiet cove of Long Island Sound with 20 historic cottages on a small...

from 1,095 USD

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Renovated & Spacious Direct Waterfront W/Ca In Priv Beach Association
House with 5 bedroom(s), 3 bathrooms(s), sleeps 9
1.8 miles to Guilford
Madison, 6443
This is summer on the water as it should be! Our 5 bedroom home is directly on the water, offering 180 degree views of Faulkner's Island Light...

from 4,500 USD

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Charming 2 Bedroom Cottage. Private Beach.
House with 2 bedroom(s), 1 bathrooms(s), sleeps 6
2.6 miles to Guilford
Madison, 6443
Both bedrooms upstairs have queen beds. Living room has Queen Sofa bed. All furnishings new in 2008. In addition to a living room (with...

from 1,000 USD

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