Best Vacation Homes in Plymouth
1250 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $622/Night
For 7 Nights US $4,355
2152.78 ft²
2 Guests
3 Bedrooms
2 Bathrooms
House
- Private Beach
- Fireplace/Heating
- Ocean View
US $278/Night
For 7 Nights US $1,948
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $145/Night
For 7 Nights US $1,014
1100 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $522/Night
For 7 Nights US $3,653
1905.21 ft²
6 Guests
1 Bedroom
3 Bathrooms
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $323/Night
For 7 Nights US $2,259
1300 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $276/Night
For 7 Nights US $1,929
754 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $150/Night
For 7 Nights US $1,048
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $207/Night
For 7 Nights US $1,446
Plymouth Luxury Rentals
3446 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Kitchen
- Parking
US $1,285/Night
For 7 Nights US $8,992
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $801/Night
For 7 Nights US $5,604
2200 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $604/Night
For 7 Nights US $4,226
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $510/Night
For 7 Nights US $3,568
2188 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $471/Night
For 7 Nights US $3,300
4101.05 ft²
30 Guests
7 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $467/Night
For 7 Nights US $3,269
1593.06 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Parking
- Internet
- Child Friendly
US $405/Night
For 7 Nights US $2,835
6 Guests
3 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $361/Night
For 7 Nights US $2,529
Plymouth Pet Friendly Vacation Rentals
889 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $258/Night
For 7 Nights US $1,807
645.83 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $82/Night
For 7 Nights US $574
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $421/Night
For 7 Nights US $2,946
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $229/Night
For 7 Nights US $1,602
893.4 ft²
4 Guests
2 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- View
- Pet Friendly
US $167/Night
For 7 Nights US $1,169
1900 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $283/Night
For 7 Nights US $1,978
11840 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $297/Night
For 7 Nights US $2,077
1800 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $207/Night
For 7 Nights US $1,451
Plymouth Large Vacation Homes
1700 ft²
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
US $257/Night
For 7 Nights US $1,801
1700.7 ft²
10 Guests
3 Bedrooms
2 Bathrooms
House
- Parking
- Internet
- Child Friendly
US $254/Night
For 7 Nights US $1,778
2900 ft²
9 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $413/Night
For 7 Nights US $2,889
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $847/Night
For 7 Nights US $5,930
1615 ft²
12 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $386/Night
For 7 Nights US $2,704
1615 ft²
12 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $474/Night
For 7 Nights US $3,320
3500 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $750/Night
For 7 Nights US $5,250
17 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Air Conditioner
- Internet
- Child Friendly
US $700/Night
For 7 Nights US $4,901
Why Choose Rent By Owner for your Plymouth Vacation Rental Homes?
What makes our Vacation Rentals 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 Plymouth
When should you plan your Vacation Rentals stay?
Timing your visit to this charming destination can enhance your experience, so consider planning your trip during the region's most favorable seasons to enjoy optimal weather and local activities.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, you can enjoy pleasant weather and longer days, making it ideal for exploring the area's natural beauty and local activities.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
This period offers mild temperatures and fewer tourists, providing a more relaxed experience while still enjoying the region's scenic views and outdoor pursuits.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and quiet streets, perfect for cozy stays in vacation rentals and enjoying the peaceful atmosphere of the area.
Average Temperature Daytime: Below 40°F - Nighttime: Below 25°F
Late Fall (November)
As the foliage fades and temperatures drop, this season offers lower rates and fewer crowds, ideal for those seeking tranquility and savings on their stay.
Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
Weekly Weather Forecast for Plymouth
How to Book Your Plymouth Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Plymouth
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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 outdoor grilling amenities for preparing meals in the fresh air.
- Relax by a private or shared swimming pool during warm summer days.
- Take advantage of spacious patios or decks perfect for outdoor entertaining.
- Explore scenic grounds with walking paths or trails nearby.
- Make use of well-maintained gardens or landscaped yards for outdoor relaxation.
- Utilize outdoor fire pits to gather around and enjoy cozy evenings.
- Benefit from access to private or community outdoor recreational facilities, such as tennis courts or playgrounds.
Top Attractions Around Plymouth
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, explore local parks, or visit nearby historical sites to make the most of your stay in Plymouth, Terryville, Connecticut, USA.
Family Activities
- Connecticut Valley Wildlife Management Area: Engage in family-friendly outdoor adventures by exploring the diverse trails and wildlife viewing opportunities just outside here, perfect for nature lovers of all ages.
- Plymouth Center Quarry Park: Spend a relaxing day swimming, picnicking, or exploring the scenic surroundings at this local park that offers a peaceful retreat for families looking to enjoy the outdoors.
- Plymouth Historical Society Museum: Discover the area's rich history through engaging exhibits and interactive displays, providing an educational experience for children and adults alike.
- Local Community Events and Festivals: Take part in seasonal festivals and community gatherings held throughout here, offering fun activities and entertainment suitable for the whole family.
Adult Activities
- Explore the Rose Garden at Plymouth County Park: Take a relaxing stroll through this beautifully maintained garden, perfect for enjoying nature and tranquil surroundings near your vacation rental.
- Visit the Parks and Recreation Facilities: Engage in outdoor activities such as hiking, picnicking, or sports at local parks that offer a peaceful retreat within the area.
- Discover the Local Art Scene: Attend art exhibits and galleries showcasing regional artists, providing an enriching experience just a short drive from your accommodation.
- Attend Community Events and Festivals: Experience the vibrant local culture by participating in seasonal events and festivals hosted throughout the year here.
Other Places to Stay in Plymouth, CT
Pequabuck
Terryville
Plymouth Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take time to discover hidden gems and popular sights within the area to enhance your stay in these Connecticut vacation rentals.
- Plan Outdoor Activities: Make the most of the region's natural beauty by engaging in outdoor pursuits like hiking, fishing, or simply relaxing outdoors near your rental.
- Enjoy Local Cuisine: Sample the area’s culinary offerings at local eateries to immerse yourself in the regional flavor and culture during your visit.
- Communicate with Hosts: Reach out to your vacation rental host for personalized tips and recommendations that can help tailor your experience here.
Transportation Options
- Connecticut Transit Bus Service: You can rely on this regional bus system for affordable and convenient transportation around the area, making it easy to explore local attractions from your vacation rental.
- Hartford-Brainard Airport: This nearby airport offers convenient domestic flights, providing quick access for travelers arriving from various locations and starting their stay here.
- Private Car Services and Taxis: For personalized transportation, local taxi and car service options are available, ensuring comfortable travel between your rental and popular destinations within the region.
- Rental Cars: Renting a vehicle is an excellent choice if you wish to freely explore the wider region at your own pace, with several rental agencies comfortably serving the area.
Local Customs Options
- Local Farming Traditions: Here, you’ll notice a deep appreciation for farming customs that date back generations, reflecting the area's historic agricultural roots.
- Community Gatherings and Festivals: Participating in local festivals offers an authentic glimpse into the region’s close-knit community spirit and cultural celebrations.
- Historic Colonial Influences: The area embraces its colonial history through traditional building styles and storytelling, providing a window into the region’s early days.
- Respect for Nature and Outdoor Activities: Engaging with outdoor pursuits like hiking and fishing aligns with the local customs of valuing natural beauty and conservation efforts here.
Frequently Asked Questions About Plymouth?
1. What are the top vacation rentals in Plymouth?
There are a lot of options in Plymouth. If you plan on staying in the Plymouth area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Plymouth:
- Cozy Lakefront Bungalow w firepit/dock/kayaks
- Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
- Charming 3BR Hilltop House, Newly Remodeled with Arcade
- Lakefront Cottage in CT with Hot Tub Pet Friendly
- Retreat in Style: Luxury for Family & Friends
- Stylish 2BR Apartment Fireplace Workspace 2 Parking Spots
- Watertown Home with Yard 1 Mi to Echo Lake Park!
- Watertown Home w/Yard: 1 Mi to Echo Lake Park!
- Country House
- Lovely 3 Bedroom Unit for Longer Stays
2. Which vacation homes in Plymouth are best for families?
If you are looking for a family-friendly vacation home in Plymouth, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Plymouth:
3. How many Rentbyowner vacation rentals are available in Plymouth?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 81 in the Plymouth 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 Plymouth.
4. What is the cancellation policy for vacation rentals in Plymouth, Terryville, Connecticut?
The cancellation policy varies by listing, so it’s important to review the specific terms listed for each property. You can find detailed information on the cancellation process and any applicable fees directly on the property page or contact the owner for clarification.
5. How do I confirm the availability of vacation rentals in this area?
Availability is updated regularly on the booking platform. To confirm if your preferred dates are open, use the search function and check the calendar for each listing or reach out to the property owner for real-time confirmation.
6. Are there any special amenities or features included with vacation rentals here?
Amenities vary depending on the property you choose. To see what’s offered, review the listing details carefully, or contact the owner directly to ask about specific features like Wi-Fi, pet-friendliness, or outdoor spaces.
7. What should I know about checking in and check-out procedures at local vacation rentals?
Check-in and check-out procedures are outlined in each listing. For a smooth experience, review these instructions before your arrival, and contact the owner if you have any questions or need special arrangements.
8. How can I contact the property owner if I have questions about my booking?
You can communicate directly with the property owner through the messaging system provided on the booking platform. For urgent inquiries or detailed questions, reaching out via the contact details listed on the property page is recommended.
Plymouth Top Rated Vacation Rentals
US $166/Night
For 7 Nights US $1,159
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
US $178/Night
For 7 Nights US $1,248
417.64 ft²
1 Bathroom
Ocean View
Hotel
- Private Pool
- Oceanfront
- Hot Tub
US $163/Night
For 7 Nights US $1,143
425.94 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $231/Night
For 7 Nights US $1,616
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Kitchen
US $163/Night
For 7 Nights US $1,140
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $295/Night
For 7 Nights US $2,065
268 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $186/Night
For 7 Nights US $1,299
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Spa
- Fireplace/Heating
US $614/Night
For 7 Nights US $4,301
