Guilford holiday rentals

We found 780 holiday rentals — enter your dates for availability
Discover a selection of 30 homes and other holiday rentals in Guilford that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Guilford

Showing deals for:20 Nov - 27 Nov

Room
Exterior
Interior
Living area
Exceptional
(67 reviews)

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook

8% off
S$9,182
for 7 nights, 1 home
S$1,312 per night
includes taxes & fees
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Beach
Exterior
Living area
Exterior detail
Wonderful
(58 reviews)

2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT

Old Lyme

8% off
S$3,345
for 7 nights, 1 cottage
S$478 per night
includes taxes & fees
2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT
Parlor by fireplace
Inner Hall
Whitefield Rock and rear view of Ludington House (Whitefield Suite is at left)
Outdoor dining
Exceptional
(20 reviews)

Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques

Old Lyme

10% off
S$21,064
for 7 nights, 1 home
S$3,009 per night
includes taxes & fees
Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
Exterior
Outdoor dining
Dining
Property grounds
Exceptional
(5 reviews)

On the Water Spacious Comfortable Historic Home

West Haven

8% off
S$8,998
for 7 nights, 1 home
S$1,285 per night
includes taxes & fees
On the Water Spacious Comfortable Historic Home
Living area
Living area
Interior
Dining
Exceptional
(11 reviews)

Sunny, Beach Days - Enjoy the beach just steps away in Clinton, Connecticut

Clinton

8% off
S$6,602
for 7 nights, 1 home
S$943 per night
includes taxes & fees
Sunny, Beach Days - Enjoy the beach just steps away in Clinton, Connecticut
Side of House with outdoor shower to rinse off from the beach.
Front of House
Aerial view of back deck area
Living Room
Exceptional
(11 reviews)

4 BED/2 BATH -PRIVATE BEACH: OLD COLONY

Old Lyme

7% off
S$6,260
for 7 nights, 1 home
S$894 per night
includes taxes & fees
4 BED/2 BATH -PRIVATE BEACH: OLD COLONY
master bedroom, king bed.
Interior
Home from the water. (Blue house in center of photo)
Rocks on the Beach
Exceptional
(53 reviews)

Beautiful Waterfront Beach House for Family Vacations

Branford

8% off
S$8,027
for 7 nights, 1 home
S$1,147 per night
includes taxes & fees
Beautiful Waterfront Beach House for Family Vacations
Private kitchen
Dining
Pool
Exterior
Exceptional
(7 reviews)

Private Home - Pool and Close to CT Shoreline Beaches

North Branford

16% off
S$13,133
for 7 nights, 1 home
S$1,876 per night
includes taxes & fees
Private Home - Pool and Close to CT Shoreline Beaches
Kitchen
Property grounds
Dining
Property grounds
Exceptional
(17 reviews)

Cornfield Point Cottage

Old Saybrook

8% off
S$10,553
for 7 nights, 1 home
S$1,508 per night
includes taxes & fees
Cornfield Point Cottage
Private kitchen
Back deck
Kitchen
Interior
Wonderful
(90 reviews)

Historic New England home ,Reunions Beach pass

Guilford

8% off
S$4,978
for 7 nights, 1 home
S$711 per night
includes taxes & fees
Historic New England home ,Reunions Beach pass
Interior
Interior
Exterior detail
Room
Exceptional
(140 reviews)

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Old Saybrook

8% off
S$5,621
for 7 nights, 1 home
S$803 per night
includes taxes & fees
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Living area
Winter afternoon from the boathouse
Full chef's kitchen with new appliances
Ipe deck in the morning sun
Exceptional
(6 reviews)

Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet

Old Lyme

16% off
S$6,793
for 7 nights, 1 home
S$970 per night
includes taxes & fees
Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet
Dining
Terrace/patio
Room
Interior
Exceptional
(31 reviews)

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

Clinton

12% off
S$5,371
for 7 nights, 1 home
S$767 per night
includes taxes & fees
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Dining Room
Stairwell to Master
Living Room
Kitchen
Excellent
(6 reviews)

Beach Apartment in Woodmont Milford

Milford

8% off
S$3,407
for 7 nights, 1 apartment
S$487 per night
includes taxes & fees
Beach Apartment in Woodmont Milford
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The trendy area of Guilford awaits your stay

Enjoy the wineries and other features of Guilford. This trendy and welcoming city entices travellers with its restaurants and sightseeing. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Guilford

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Guilford a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Chatfield Hollow State Park (6.9 mi / 11.1 km)
  • Powder Ridge Mountain Park and Resort (15.1 mi / 24.3 km)
  • Machimoodus State Park (17.6 mi / 28.3 km)
  • Brownstone Exploration & Discovery Park (19.8 mi / 31.9 km)
  • TPC River Highlands (23.8 mi / 38.3 km)
  • Mount Southington Ski Area (24.1 mi / 38.7 km)

Exploring the natural features in Guilford

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Guilford is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Guilford Town Green (0.6 mi / 0.9 km)
  • Chatfield Hollow State Park (6.9 mi / 11.1 km)
  • Hammonasset Beach (7.2 mi / 11.6 km)
  • Clinton Town Beach (8.2 mi / 13.1 km)
  • Double Beach (8.4 mi / 13.6 km)
  • East Haven Town Beach (10.5 mi / 16.9 km)

Travelling to and around Guilford

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 11.3 mi (18.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 25.3 mi (40.8 km) away.

If you're travelling by train, you can make your way to Guilford Station.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Guilford?
Houses are the most popular style of holiday rental in Guilford, according to our data. Even if you've got something a little different in mind, Vrbo has holiday homes in many shapes and sizes. Take a look at our options to find your perfect fit.
How much does it cost to rent a holiday rental in Guilford?
Season, length of stay and property type are some factors that can determine the price of a holiday home. Simply click on your travel dates to find your ideal escape. From quaint country cottages to expansive villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Guilford?
Prices for beach houses in Guilford may differ depending on the size and type of the property and time of year you're travelling. All you have to do is enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to narrow down your search by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday rentals in Guilford?
Pack a travel bag for the pup in your life because Guilford has 30 stays that throw out the welcome mat to pets. Let your four-legged friend enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Guilford?
Grab your swimwear and pool noodle, because there are four houses with a private pool in Guilford. Settle in at one of these sought-after holiday rentals and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Guilford?
When it comes to rental amenities that guests are on the lookout for in Guilford, a barbecue grill, a firepit and an ocean view rank highest. With Vrbo holiday homes, there are choices to suit your style and taste, whether you're going on a holiday with family, friends or even pets.
Are there large group holiday rentals in Guilford?
Guilford has two holiday homes that can host 10 or more guests. These stays come with the space and privacy you need to enjoy good times with your nearest and dearest.
Are there holiday rentals in Guilford that welcome kids?
Guilford has 30 family-friendly holiday rentals to pick from. And tracking down a stay that welcomes kids is simple with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll have access to amenities and perks such as multiple bedrooms, kitchens and yards.
What are the top attractions for families in Guilford?
Keeping the kids entertained during your holiday in Guilford is easy with these exciting family-friendly attractions:
  • Hammonasset Beach
  • Double Beach
  • Stony Creek Museum
Are there one-bedroom holiday rentals in Guilford?
There are three one-bedroom properties in Guilford to pick from. A one-bedroom holiday home is a wonderful choice if it's only two of you or if you're travelling solo. Add in more space, convenience and privacy compared to a regular hotel, and you've got yourself a getaway to remember.
Can I find two-bedroom holiday rentals in Guilford?
Guilford has 10 two-bedroom holiday properties for you to select from. Discover a holiday home with all the space and comfort you're looking for at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Guilford?
Pick from 15 holiday rentals with WiFi in Guilford. If you'd like to disconnect from daily life during your break, but still want to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Guilford?
Select your dates and then use the filter tool to see holiday rentals with air conditioning in Guilford on Vrbo. With 28 air-conditioned properties available, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday rental in Guilford?
The minimum age requirements can differ between properties on Vrbo, so be sure to check the rules of the holiday home in Guilford you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Guilford for?
How long you can rent a holiday rental in Guilford is up to the property. Just enter your desired travel dates to view a list of options offering extended stays. With plenty of features such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Guilford.

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