Guilford Accommodations

House

Charming 2-Bedroom Ranch on a Quiet Cul-de-Sac - Minutes to Beach and Town Green

10.0

Exceptional

(27 Reviews)

2 Bedrooms 1 Bath 4 Guests 1108 ft²

US $350/Night 7 Nights - US $2,450

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Apartment

Cozy Garden Apartment Along the Shoreline

9.3

Exceptional

(39 Reviews)

1 Bedroom 1 Bath 2 Guests 4305.56 ft²

US $120/Night 7 Nights - US $840

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House

🌾Welcoming Tiny Home! Downtown & Beachy☀️

10.0

Exceptional

(19 Reviews)

1 Bedroom 1 Bath 2 Guests

US $278/Night 7 Nights - US $1,948

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House

Guilford Carriage House at Granite Lodge!

9.3

Exceptional

(4 Reviews)

1 Bedroom 1 Bath 4 Guests 1001.04 ft²

US $230/Night 7 Nights - US $1,610

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House

Cozy Coastal Getaway

10.0

Exceptional

(17 Reviews)

1 Bedroom 1 Bath 3 Guests

US $348/Night 7 Nights - US $2,439

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House

Direct Waterfront 4 Bedroom Beach House With Stunning LI Sound Views & Private Beach

9.0

Exceptional

(4 Reviews)

4 Bedrooms 2 Baths 6 Guests 301.39 ft²

US $1,031/Night 7 Nights - US $7,215

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House

Enjoy a taste of New England in Historic Guilford Ct

10.0

Exceptional

(15 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $328/Night 7 Nights - US $2,294

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House

Cedar Ridge Cottage

1 Bedroom 1 Bath 5 Guests

US $267/Night 7 Nights - US $1,869

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House

Your own Thimble Islands private cottage! (accessible by car via Old Quarry)

10.0

Exceptional

(14 Reviews)

1 Bedroom 1 Bath 4 Guests

US $959/Night 7 Nights - US $6,713

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Price Dropped

Cabin

MODERN GUESTHOUSE IN PRIVATE SETTING

10.0

Exceptional

(9 Reviews)

1 Bedroom 1 Bath 2 Guests 600 ft²

US $261/Night 7 Nights - US $1,825

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House

Mod Apartment in Historic Home

10.0

Exceptional

(8 Reviews)

2 Bedrooms 1 Bath 4 Guests 850 ft²

US $230/Night 7 Nights - US $1,610

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House

Charming In-Law Apt with independant entrance in Guilford

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 2 Guests

US $208/Night 7 Nights - US $1,454

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More Top-Rated Accommodations in Guilford Area

Why Choose Rent By Owner for your Guilford Accommodations?

What makes our Accommodations special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Guilford

When should you plan your Accommodations stay?

Choosing the optimal time to vacation here can enhance your experience, as the region offers distinct seasonal charms that suit different preferences for weather and activities, making it essential to consider the best periods when booking your accommodations in Guilford, Connecticut.

Peak Season Highlights

Late Spring to Early Summer (May to June)

During this period, the region experiences warm weather and longer days, making it ideal for exploring outdoor activities and enjoying the scenic beauty of the area.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Early Fall (September to October)

This season offers mild temperatures and vibrant foliage, providing a picturesque backdrop for your stay while avoiding the summer crowds in the region.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

Winter (December to February)

The winter months bring colder weather, with fewer visitors and a quieter atmosphere, ideal if you prefer a peaceful retreat away from peak tourist activity.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F

Spring Transition (March to April)

During early spring, the area starts to awaken, but the weather remains unpredictable. This is a good time for those seeking lower rates and a more tranquil visit.

Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F

Weekly Weather Forecast for Guilford

How to Book Your Guilford Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Guilford

More Top-Rated Accommodations in Guilford Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy a private outdoor patio or deck for relaxing and al fresco dining during your stay.
Take advantage of spacious yards or gardens perfect for outdoor activities or peaceful walks.
Make the most of barbecue grills available for tasty cookouts in the fresh air.
Relax by an outdoor fire pit, ideal for evenings spent unwinding with friends or family.
Utilize outdoor seating areas designed for enjoying the scenic surroundings of this destination.
Benefit from access to nearby beaches or waterfronts if your accommodations are close to Guilford’s coast.
Explore outdoor recreational spaces, such as parks or trails, conveniently located around the property.

Top Attractions Around Guilford

What attractions are nearby?

In this charming region, you can enjoy a variety of outdoor activities, explore scenic nature spots, and visit local cultural sites, all conveniently accessible from your nearby Guilford accommodations for a memorable stay in this inviting destination.

Family Activities

Guilford Green & Historical District Explore this charming area with its picturesque New England architecture, perfect for leisurely family strolls and photo opportunities.
Engage in educational programs and outdoor activities that encourage kids to learn about local wildlife and conservation efforts.
Enjoy a day at the sandy beaches and scenic waterfront parks where your family can relax, swim, or have a picnic by the water.
Farms and Local Markets Discover nearby farms and markets offering fresh produce and family-friendly events that provide a taste of regional farm life and local culture.

Adult Activities

Guilford Green You can enjoy a relaxing stroll around the historic Guilford Green, a central hub that offers charming surroundings and vibrant local shops.
Henry Luce Nature Preserve Immerse yourself in the beauty of Connecticut's natural landscapes while exploring scenic trails perfect for walking or birdwatching.
Ice Cream & Coffee Shops Indulge in some local flavors by visiting popular cafes and ice cream parlors that provide delightful treats after a day of sightseeing.
Fishing and Boating on Long Island Sound Take advantage of the area's access to Long Island Sound for a peaceful day of fishing or boating adventures.

Other Places to Stay in Guilford, CT

Hyland House Museum

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Henry Whitfield State Museum

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Bishops Orchard and Winery

Explore 80 Properties

Chaffinch Island State Park

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Guilford Art Center

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More Places to Stay Near Guilford

Guilford Travel Tips

How Can You Make the Most of Your Stay?

Explore local beaches: Take advantage of the area’s beautiful shoreline by visiting nearby beaches for relaxation and water activities, enhancing your overall stay.
Visit historic sites: Discover the region’s rich history by exploring local landmarks that offer insight into its cultural heritage and add depth to your visit.
Enjoy outdoor recreation: Make the most of the natural scenery through hiking, biking, or kayaking, which are excellent ways to experience this destination’s outdoors.
Dine at local eateries: Savor the regional cuisine at cozy restaurants and cafes, offering authentic flavors that complement your time in the area.

Transportation Options

Guilford Train Station: This regional station offers convenient rail service connecting you to major cities along the Connecticut coastline.
Interstate 95: The primary highway running through the area provides easy access for road travelers exploring the region by car.
Local Bus Services: Multiple bus lines serve the community, making it simple to get around without a vehicle.
Taxi and Rideshare Services: Taxis and rideshare options are readily available for quick and flexible transportation within this destination.

Local Customs Options

Tea Drinking Tradition: Locals in this region often partake in a longstanding tradition of enjoying afternoon tea as a social and cultural activity.
Historical Preservation: Respect for historical landmarks and architectural styles is deeply rooted in the community, reflecting its appreciation for local heritage.
Community Events: Attending seasonal festivals and town gatherings is a common way for residents to celebrate and maintain their close-knit community ties.
Respectful Greetings: Friendly and courteous exchanges, including handshakes and warm welcomes, are customary when meeting new neighbors or visitors here.

Frequently Asked Questions about Guilford Accommodations

1. What are the top Accommodations in Guilford?

There are a lot of options in Guilford. If you plan on staying in the Guilford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in Guilford:

2. How many Accommodations are available in Guilford?

Currently, the total number of properties listed by RBO in 2026 is over 58 in the Guilford area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Guilford. 

3. What is the cancellation policy for accommodations in Guilford, Connecticut?

Cancellation policies vary depending on the individual property listing. For specific details, please review the cancellation terms listed with each accommodation or contact the host directly before booking.

4. Are there any fees associated with booking accommodations in this area?

Additional fees such as cleaning fees or service charges may apply depending on the property. These details are outlined in each listing, so it’s best to review them carefully before confirming your reservation.

5. How can I ensure my booking in Guilford meets my specific needs?

You can filter listings based on your preferences and contact hosts directly through the platform to clarify amenities, accessibility, or special requirements before finalizing your reservation.

6. What is the check-in and check-out process for stays here?

Check-in and check-out procedures are detailed in each property listing. Contact the host for any specific instructions or if you have special requests to ensure a smooth arrival and departure.

7. Is there parking available when staying in Guilford accommodations?

Parking availability varies by property. Check each listing’s description for details on parking options, or reach out to the host for clarification to ensure it meets your needs.