Discover a selection of 373 holiday rentals in Guilford, CT, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and air conditioning. Prices start at £ 188 per night, and houses and cottages are popular options for a stay in Guilford. Either way, you'll find a rental for everyone's needs.
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, Vrbo 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.


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 features

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.

Can I find a vacation rental around Guilford?

Yes, our 2021 property listings offer a large selection of 373 vacation rentals near Guilford. From 275 houses to 76 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Guilford for a holiday or a weekend are on Vrbo.

What are the popular points of interest near where I can stay when traveling to Guilford?

Vrbo UK offers a large selection of vacation rentals near lovely places in Guilford. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Bishops Orchard and Winery: 366 vacation rentals
  • Guilford Art Center: 404 vacation rentals
  • Chaffinch Island State Park: 470 vacation rentals
  • Guilford Station: 435 vacation rentals
  • Henry Whitfield State Museum: 435 vacation rentals

But there are many other points of interest around Guilford listed on Vrbo UK where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Guilford?

Yes, of course. Vrbo UK has 275 Houses in Guilford. Our other popular types of vacation rentals in Guilford include:

  • Cottages: 76 rentals available
  • Bungalows: 76 rentals available
  • Flats: 65 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Guilford?

Yes, you can select your preferred vacation rental with pool among our 26 vacation rentals with pool available in Guilford. Please use our search bar to access the selection of vacation rentals available.