Discover Your Perfect Dayville Vacation Homes

Best Vacation Homes in Dayville

House
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like-icon10.0
Exceptional
(75 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $433/Night 7 Nights - US $3,032
Apartment
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests 2098.96 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $333/Night 7 Nights - US $2,329
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Cottage
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $904/Night 7 Nights - US $6,329
Apartment
Map-icon
like-icon10.0
Exceptional
(32 Reviews)
1 Bedroom 1 Bath 2 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $181/Night 7 Nights - US $1,268
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Apartment
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like-icon9.5
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 344.45 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $91/Night 7 Nights - US $637
Apartment
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 4 Guests 340 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $179/Night 7 Nights - US $1,256
Cottage
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $168/Night 7 Nights - US $1,179
Apartment
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like-icon8.6
Fabulous
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $219/Night 7 Nights - US $1,535

Dayville Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $1,084/Night 7 Nights - US $7,590
House
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1 Bedroom 4 Baths 16 Guests 4198 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $908/Night 7 Nights - US $6,356
Cottage
Map-icon
like-icon10.0
Exceptional
(50 Reviews)
3 Bedrooms 1 Bath 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $556/Night 7 Nights - US $3,891
House
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like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 2 Baths 10 Guests 2363 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $487/Night 7 Nights - US $3,411
House
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1 Bedroom 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $474/Night 7 Nights - US $3,315
Other
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 8 Guests 2800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $466/Night 7 Nights - US $3,260
House
Map-icon
like-icon7.4
Very Good
(3 Reviews)
1 Bedroom 2 Baths 10 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $459/Night 7 Nights - US $3,212
Hotel
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like-icon6.6
Good
(140 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $344/Night 7 Nights - US $2,407

Dayville Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $344/Night 7 Nights - US $2,407
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House
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5 Bedrooms 2 Baths 10 Guests 2368.06 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $333/Night 7 Nights - US $2,329
Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $160/Night 7 Nights - US $1,119
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Hotel
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like-icon7.9
Very Good
(142 Reviews)
4 Baths 326.5 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $134/Night 7 Nights - US $941
House
Map-icon
like-icon9.4
Exceptional
(9 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $145/Night 7 Nights - US $1,013
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Hotel
Map-icon
like-icon4.7
Average
(94 Reviews)
1 Bath 204.51 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $92/Night 7 Nights - US $644
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $201/Night 7 Nights - US $1,404

Dayville Top Rated Vacation Rentals

Hotel
Map-icon
like-icon8.8
Fabulous
(579 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $144/Night 7 Nights - US $1,007
Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 5 Guests 1250 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $202/Night 7 Nights - US $1,417
Bed & Breakfast
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $211/Night 7 Nights - US $1,474

Discover & compare premier experiences around Dayville

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Dayville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Dayville

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy the region's scenic beauty and local charm at its best, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather that is perfect for enjoying outdoor activities and exploring local scenery.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Early Fall (September to October)

This time offers mild temperatures and fewer crowds, making it ideal for experiencing the region’s natural beauty in comfort.

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

Off-Season Highlights

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Mid Winter (January to February)

The quiet winter months bring cooler temperatures, offering a peaceful atmosphere with less tourist activity.

Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
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Early Spring (March to April)

As the region transitions out of winter, early spring presents often unpredictable weather and fewer visitors seeking outdoor pursuits.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F

Weekly Weather Forecast for Dayville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

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

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 seating area where you can unwind and take in the scenic views of the region.
  • Take advantage of a spacious backyard perfect for outdoor activities and family gatherings.
  • Relax by the community or private swimming pool available at select properties here.
  • Make use of a well-maintained barbecue grill to host outdoor cookouts during your stay.
  • Stroll along landscaped gardens or pathways surrounding your rental for peaceful outdoor exploration.
  • Utilize ample parking space with outdoor lighting, ideal for evening arrivals or late-night outings.
  • Enjoy direct access to nearby hiking trails or nature spots that showcase the area's natural beauty.
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Family Activities

  • Dayville Outdoor Adventures: Explore scenic trails and nature parks in the area, perfect for family hikes and picnics amidst Connecticut's lush landscapes.
  • Local Farm Visits: Visit nearby farms to enjoy hands-on experiences with fresh produce, farm animals, and seasonal activities suitable for all ages.
  • Community Recreation Center: Take advantage of indoor and outdoor sports facilities, swimming pools, and organized family events available locally.
  • Historic Sites and Museums: Discover the region’s rich heritage through interactive exhibits and guided tours at local museums that captivate both kids and adults.
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Adult Activities

  • Hiking at Bigelow Hollow State Park: Explore scenic trails that offer breathtaking views and a peaceful escape into nature, perfect for outdoor enthusiasts staying nearby.
  • Fishing in the Quinebaug River: Enjoy a relaxing day casting your line in this well-known river, ideal for anglers seeking local aquatic adventures.
  • Visiting local wineries and tasting rooms: Experience the region's flourishing wine scene with tours and tastings that highlight the area's unique flavors and craftsmanship.
  • Exploring historic sites and museums: Dive into the area's rich history by visiting local museums and historic landmarks that provide intriguing insights into its past.

Other Places to Stay in Dayville, CT

Dayville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Events: Take advantage of the region's charming eateries and community events to immerse yourself in the local culture during your stay.
  • Plan Outdoor Activities: Make the most of nearby parks and scenic spots for outdoor adventures, ensuring a memorable experience in this area’s natural beauty.
  • Check Accessibility and Amenities: Select vacation rentals with the specific amenities you need to enhance your comfort while exploring the region.
  • Schedule Flexibly: Keep your itinerary adaptable to enjoy spontaneous discoveries and hidden gems that this destination has to offer.

Transportation Options

  • Dayville Train Station: This regional station offers convenient rail service for travelers seeking an efficient way to explore the area and connect to larger cities nearby.
  • Local Bus Services: The area's local bus network provides affordable and reliable transportation options for getting around within Dayville and to neighboring communities.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing platforms are readily available here, offering flexibility and comfort for short trips or last-minute travel needs.
  • Car Rentals: Numerous car rental agencies operate in this region, giving you the freedom to explore Dayville and its picturesque surroundings at your own pace.

Local Customs Options

  • Traditional American Celebrations: You can experience local customs during community events that honor the region’s historical and patriotic roots, especially around national holidays.
  • Farmers’ Markets: Visiting the area’s farmers’ markets allows you to engage with local produce and handmade goods, reflecting the region’s agricultural traditions.
  • Historical Heritage Preservation: The locals take pride in maintaining their historical landmarks and sites, offering you a glimpse into the area's rich past through various preservation efforts.
  • Community Festivals: Participating in seasonal festivals provides an authentic way to enjoy regional music, cuisine, and crafts that are cherished here annually.

Dayville Vacation Rental Frequently Asked Questions

2. Which vacation homes in Dayville are best for families?

If you are looking for a family-friendly vacation home in Dayville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dayville:

3. How many Rentbyowner vacation rentals are available in Dayville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 36 in the Dayville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Dayville. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the host and property listing. You should review the specific terms outlined in each rental's listing details or contact the owner directly for clarification.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits may apply. These details are specified in the listing description, so it's advisable to read through all the information before completing your booking.

6. How do I confirm the availability of a vacation rental in this destination?

Availability is displayed on each listing, but it’s recommended to contact the property owner directly to confirm dates and ensure the property is reserved for your desired stay.

7. What amenities can I expect from vacation rentals here?

Amenities vary by property, but common features include Wi-Fi, parking, and fully equipped kitchens. For specific amenities, refer to the listing details or reach out to the owner for confirmation.

8. Is there a minimum stay requirement for booking a vacation rental in this region?

Minimum stay requirements differ between properties. You should check the individual listing for specific policies or contact the host to inquire about extended stays or flexible arrangements.