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Guilford holiday lettings

We found 697 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:30 Jan - 6 Feb

Image gallery for Oceanfront Getaway - Quiet, Firepit + Pvt Beach

Is there a better view than this!?
9.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

East Haven, CT

14% off
Price is £2,386
for 7 nights, 1 home
£341 per night
includes taxes & fees
Oceanfront Getaway - Quiet, Firepit + Pvt Beach

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Why visit Guilford

  • Picturesque beaches: Enjoy the stunning shoreline and relax by the beautiful waterfront in Guilford.
  • Rich history: Explore historic colleges and charming architecture that reflect the town's cultural heritage.
  • Outdoor activities: Discover state parks and nature trails perfect for hiking and enjoying the great outdoors.
  • Trendy city centre: Stroll through vibrant streets filled with friendly locals, shops, and dining options.
  • Varied accommodation: Choose from delightful holiday rentals, including cosy cottages and stylish apartments.

Popular types of accommodation in Guilford

If you're considering a getaway to Guilford, you'll find a delightful range of holiday rentals to suit your needs. Our most popular options include charming houses, cosy cottages, and stylish apartments. Whether you're looking for house rentals in Guilford or seeking the perfect holiday lettings, we’re here to help you discover the ideal stay for your visit. Experience the charm of Guilford with our exceptional selection of holiday rentals.

  • Houses: A preferred choice for visitors to Guilford, offering spacious and comfortable stays ideal for families or groups.
  • Cottages: These delightful, often quaint accommodations provide a charming and picturesque escape.
  • Flats: A practical option for those seeking convenience, offering a home-like atmosphere in the heart of Guilford.
  • Condos: Modern and well-equipped, condos offer more amenities for a relaxed stay.
  • Villas: Luxurious retreats that provide an upscale experience with ample space and privacy.**

Top attractions near Guilford

Guilford, Connecticut, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore picturesque beaches, historic colleges, and state parks that showcase the region’s natural beauty and cultural heritage. With a variety of attractions available, Guilford offers something for everyone, making it perfect for families and those looking to immerse themselves in the local culture.

  • Yale University: A prestigious institution located 8.1km from Guilford, Yale boasts stunning architecture and rich cultural heritage. Explore its museums and beautiful campus, immersing yourself in academic history.
  • Hammonasset Beach State Park: Situated 3.7km away, this expansive park offers a picturesque coastline and outdoor adventures. Enjoy swimming, hiking, and stunning scenery amidst nature's beauty.
  • Stony Creek - Thimble Islands Historic District: Just 2.5km from Guilford, this charming village features historic homes and breathtaking views of the Thimble Islands, perfect for cultural exploration and seaside relaxation.

Things to do recommended for couples

For a romantic getaway in Guilford, indulge in a delightful meal at Anna Mia's, explore the enchanting Chamard Vineyards, or embrace winter sports at Powder Ridge Mountain Park. Each experience offers a unique charm, perfect for couples seeking memorable moments together.

Things to do recommended for families

Families visiting Guilford can experience the excitement at the Connecticut Sportsplex, the tranquil surroundings of East Rock Park, and the charming Lighthouse Point Carousel, perfect for creating lasting memories together in a delightful outdoor setting.

Things to do recommended for groups

In Guilford, groups can enjoy shopping at the nearby Clinton Crossing Premium Outlets, indulge in literary finds at RJ Julia Booksellers, or unwind with craft beers at Stony Creek Brewery, all offering a delightful mix of local charm and entertainment.

What do I need to keep in mind when booking a vacation in 'Guilford

If you’re travelling with a group, family, or pets, or if you're considering an extended stay, it's important to prioritise your search accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Guilford with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Guilford with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions can be beneficial.
  • Taking your pets with you to Guilford: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all family members feel completely at home.
  • Planning for a long term stay visiting Guilford: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider additional features in your search, such as a parking space, a well-equipped kitchen, or even a private pool.

Where to stay near Guilford

Guilford, Connecticut, offers a delightful blend of outdoor scenery and romantic charm, making it perfect for a relaxing getaway. Explore the trendy areas and the vibrant city centre filled with friendly faces, or unwind by the picturesque waterfront. Nearby, you'll find family-friendly neighbourhoods that cater to all budgets, ensuring a memorable experience. Embrace the mix of luxury and laid-back vibes that Guilford has to offer during your visit.

  • New Haven: Located 8.1km from Guilford, New Haven is a vibrant city renowned for its rich cultural scene. Home to prestigious institutions like Yale University, visitors can immerse themselves in a plethora of educational and historical attractions. The city boasts a lively shopping area, diverse dining options, and a dynamic music concert scene. Highlights include the historic campus, the Shubert Theatre for performances, and nearby beaches that invite relaxation and exploration.
  • Madison: Just 3.1km from Guilford, Madison is a charming coastal town celebrated for its stunning outdoor landscapes and adventure opportunities. Visitors can enjoy the picturesque beaches, including a family-friendly spot perfect for a day of sun and sand. Madison’s recreational areas cater to outdoor enthusiasts, offering sailing, fishing, and golf courses. The nearby Hammonasset Beach State Park is a must-visit for nature lovers, providing scenic trails and beautiful coastal views.
  • Branford: Situated 4.3km from Guilford, Branford is an idyllic town that combines outdoor beauty with romantic settings. This scenic locale features tranquil beaches and inviting lakes, making it ideal for leisurely strolls and picnics. Branford is also known for its recreational areas where visitors can engage in various activities, including skiing in the winter months. The town's charming atmosphere and natural beauty create a perfect backdrop for couples and families alike to enjoy quality time together.

Best time to go to Guilford

If you're planning a trip to Guilford, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowModerately Low
February32.4°F (0.2°C)Light RainMostly SunnyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighModerately High
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyAverageModerately High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly SunnySlightly LowAverage
December37.6°F (3.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, extending your stay can often lead to substantial savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last stopped, or review and arrange your travel plans. You can easily locate properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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:

  • Chamard Vineyards (6.8 mi / 10.9 km)
  • 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)
  • Putter's Paradise Mini Golf (22 mi / 35.4 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:

  • 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)
  • East Haven Town Beach (10.5 mi / 16.9 km)
  • West Silver Sands Beach (11.3 mi / 18.2 km)
  • Westbrook Town Beach (11.3 mi / 18.3 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 best area to stay in Guilford when booking a holiday rental?
When considering a holiday rental in Guilford, Connecticut, a popular area to stay is the charming town centre. This area is not only picturesque but also offers a delightful blend of historic architecture and modern amenities. You'll find an array of shops, cafes, and restaurants that create a vibrant atmosphere, great for leisurely strolls. The Guilford Green, a beautifully landscaped park, serves as a focal point for community events and is surrounded by great historic buildings, making it an excellent spot for relaxation and picnics.

Another appealing neighbourhood is the coastline along Long Island Sound. This area features stunning waterfront views and is ideal for those who appreciate seaside activities. The nearby Jacob's Beach is a top attraction, offering swimming, sunbathing, and opportunities for picnicking. Additionally, the scenic trails at the Guilford Land Conservation Trust provide ample opportunities for hiking and enjoying nature.
How much does it cost to rent a holiday home in Guilford?
Prices for holiday rentals in Guilford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Guilford to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Guilford holiday house rentals?
You can find great discounts on house rentals in Guilford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Guilford?
For renting a beach house in Guilford, Connecticut, the picturesque shoreline along Long Island Sound offers some delightful options. The area around the Guilford Marina provides easy access to the beach, with many properties featuring amenities such as spacious decks for outdoor dining, private gardens, and often direct beach access. These homes cater well to families and groups, allowing for a comfortable stay with facilities like fully equipped kitchens and laundry rooms.

Additionally, the neighbourhood around Jacobs Beach is highly sought after, as it boasts a sandy beach, picnic areas, and a playground, making it an ideal spot for those with children. Rentals in this area frequently come with outdoor showers, barbecues, and stunning views of the sound, great for enjoying the beautiful summer evenings.
What is the most popular type of holiday rental accomodation in Guilford?
In Guilford, holiday houses are the most popular type of rental, with about 26 available throughout the area. These properties typically offer spacious living arrangements, including multiple bedrooms, fully equipped kitchens, and often outdoor spaces such as gardens or decks, great for enjoying the pleasant New England climate. Additionally, there are several cottages and cabins that provide a more quaint and rustic experience, appealing to those seeking a charming getaway. These accommodations usually feature cozy interiors, ideal for relaxing after a day of exploring the nearby Guilford town centre and its historical sites, parks, and coastal attractions.
Are there any family house rentals in Guilford?
In Guilford, Connecticut, there are numerous family-friendly house rentals available, with around 24 options throughout the area. This charming coastal town is ideal for families, offering a mix of spacious homes that provide ample room for everyone. Many properties feature full kitchens, large dining areas, and inviting living rooms, superb for gathering after a day of exploring. Some rentals even come with outdoor spaces, such as patios or gardens, where children can play safely.
Can I rent a holiday home with a pool or hot tub in Guilford?
In Guilford, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing choice for travellers seeking relaxation and leisure. This picturesque coastal town offers a variety of neighbourhoods, including the charming Guilford Harbour and the serene Lake Quonnipaug area, where you can find properties that suit your needs.
Can I find long-stay holiday rentals in Guilford?
A long-stay holiday rental in Guilford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Guilford?
In Guilford, there are several pet-friendly house rentals available, with around twelve options for travellers to consider. This charming coastal town offers a variety of holiday homes that are welcoming to pets, often featuring amenities such as spacious yards, outdoor areas for play, and fully equipped kitchens for self-catering. Many properties also include comfortable living spaces, ensuring a relaxing stay for both guests and their furry companions.
Are there any remote work holiday rentals in Guilford?
In Guilford, Connecticut, there are numerous options for remote work holiday rentals, with around 27 available throughout the area. This charming coastal town offers a variety of properties well-suited for those looking to blend work and leisure. Many of the rentals feature dedicated workspaces equipped with desks, comfortable chairs, and Wi-Fi, ensuring that you can maintain productivity during your stay. Additionally, some properties come with amenities such as safe storage for your belongings and computer monitors, making it easier to set up an efficient working environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Guilford holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Guilford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Guilford?
In Guilford, popular holiday rental amenities include fully equipped kitchens, which often feature stovetops and microwaves, allowing guests to prepare their own meals. Additionally, cookware, dishware, and utensils are typically provided, ensuring that travellers have everything they need for a comfortable stay.
When is the best time to visit Guilford for a holiday rental?
July is the most popular time to visit Guilford, Connecticut, as families and travellers flock to this charming seaside town to enjoy the warm summer weather. The peak season from June to August offers an array of outdoor activities, including swimming, kayaking, and exploring the picturesque beaches along the Long Island Sound. Visitors can also indulge in local events and festivals that bring the community together, creating a lively and welcoming atmosphere.

During July, you can expect delightful temperatures averaging in the mid to high 20s Celsius, great for sun-soaked days spent at the beach or strolling along the scenic waterfront. The town's rich history is also on display, with opportunities to visit the historic district, quaint boutiques, and local eateries, all within easy reach.

If you're looking for a more budget-friendly option, consider planning your visit in December. While this month is less crowded, it offers a unique charm with festive decorations and cozy holiday events, making it a lovely time to explore the town at a slower pace.
How early should I book a Guilford holiday rental?
Book your Guilford holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Guilford?
In Guilford, visitors can enjoy a range of attractions that highlight the town's rich history and beautiful coastal scenery. The picturesque Guilford Green serves as a central hub, surrounded by charming shops and eateries, making it an ideal spot for leisurely strolls. Just a short distance away, the historic Hyland House Museum offers insights into the town's historic past, showcasing period furnishings and artefacts.
Can I change or cancel my Guilford home rental booking on Vrbo?
To find Guilford holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Guilford holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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