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Guilford holiday rentals

We found 378 holiday rentals — enter your dates for availability

Discover a selection of 378 holiday home rentals in Guilford that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and air conditioning. Prices start at AU$ 310 per night, and holiday houses and cottages are popular options for a stay in Guilford. Either way, you'll find holiday accommodation for everyone's needs.
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Find the best place to stay — Guilford

Charming Waterfront Vacation Cottage

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 580 avg/night

Newly Renovated Oceanfront Cottage On Joshua's Cove, Guilford CT

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 861 avg/night
(32)

Quiet 2 bedroom summer haven overlooking beautiful West River

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 310 avg/night
(7)

Charming cottage overlooking the Cove

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 393 avg/night
(15)

Simply Beautiful Beach Cottage, 8 min from Guilford Green

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 441 avg/night
(6)

Cozy Apartment Along Guilford’s Shoreline

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 326 avg/night
(3)

Search 378 holiday rentals

Top rated rentals — Guilford
Stayed Apr 2021

Accuate property information

Property was as shown on web site CLEAN.,everything is there except your clothes..beach was a short walk.. Owners were available by phone if needed.. There was not a need.. Owners had every detail covered.. As a single women i felt safe.. I would boo...

PATRICIA D.
PATRICIA D.
Stayed Apr 2021

Better than Advertised

From the start; working with Joe to book this home and the level and commitment to cleanliness and sanitation put me at ease! The home and quiet cul de sac was the “Ultimate staycation my family needed! We truly cannot wait to return and very much ap...

Amy P.
Amy P.
Stayed Mar 2021

Charming Convenience

This property is a newly converted barn, which overlooks a marshland, teeming with birdlike, including an Osprey! The persian rugs and colorful pictures make for a very comfortable living area. Although you feel that you are "out in the country" it ...

Richard F.
Richard F.
Stayed Jan 2021

Winter Family Getaway

I was looking for a family getaway from the city to spend some quality time with my kids and grandkids. I searched and searched and found Richard’s home based on his reviews, and they were all pretty accurate! The house was perfect for our vacation a...

Sheri P.
Sheri P.
Stayed Dec 2020

Very homey!

We enjoyed this property for thee nights on a trip to the Coast Guard Academy over New Years Weekend. The neighborhood is very quiet, but everything we were looking for was close by. It has a great yard that backs up to a marsh. Cozy, tidy, and well ...

Alan S.
Alan S.

Saint Louis MO

Stayed Oct 2020

Perfection

We came to Guilford for a five day visit and had the most tremendous experience! Check-in was simple and contact free, the house with sparkling clean, and equipped with everything that you could want or need for a vacation. The views were spectacular...

Joanna H.
Joanna H.
Stayed Sep 2020

Great staycation!

All of our travel plans were cancelled, so we were quite desperate to get us all out of the house. Staying on this private island checked all the boxes. It felt like an adventure having to ferry back and forth to the main land. The older teens took t...

Kim C.
Kim C.
Stayed Sep 2020

Beautiful island home

The island and home were beautiful, just as described. Gerard was very helpful to us with all of our questions before arriving and we had a fantastic stay. It was a great spot to escape regular life and enjoy the sunsets every night. We would definit...

Amanda R.
Amanda R.
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Destination guide

Travel to trendy Guilford

Enjoy the wineries and other features of Guilford. This trendy and welcoming city entices travellers with its restaurants and sightseeing. East Rock Park and Yale Bowl are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, Stayz has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities

Sightseeing in and around Guilford

Do you want to discover attractions to see in the city? Venture out of your holiday home and experience everything that makes Guilford a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Bishops Orchard and Winery (2.7 mi / 4.3 km)
  • Connecticut Sportsplex (6.1 mi / 9.8 km)
  • Chatfield Hollow State Park (6.2 mi / 10 km)
  • Gouveia Winery (8.3 mi / 13.4 km)
  • Chamard Vineyards (8.3 mi / 13.4 km)
  • Paradise Hills Vineyard (9 mi / 14.5 km)
Natural highlights

Exploring the natural landscape of Guilford

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Guilford is a great place to spend some time outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • East Rock Park (10.7 mi / 17.2 km)
  • Chaffinch Island State Park (4.5 mi / 7.2 km)
  • Chatfield Hollow State Park (6.2 mi / 10 km)
  • Hammonasset Beach State Park (8.4 mi / 13.5 km)
  • Double Beach (8.4 mi / 13.5 km)
  • Wharton Brook State Park (9.8 mi / 15.8 km)
How to get there

Travelling to and around Guilford

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 10.7 mi (17.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 25 mi (40.3 km) away.

If you prefer train travel, the main station serving the city is Guilford Station.

How many holiday accommodation are available around Guilford?

Our 2021 accommodation listings offer a large selection of 378 holiday rentals around Guilford. From 269 holiday houses to 69 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Guilford is on Stayz.