Discover Your Perfect Maple Hill Vacation Homes

Best Vacation Homes in Maple Hill

Apartment
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like-icon10.0
Exceptional
(44 Reviews)
1 Bedroom 1 Bath 2 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $195/Night 7 Nights - US $1,363
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House
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like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 10 Guests 16145.86 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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US $498/Night 7 Nights - US $3,488
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Hotel
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like-icon8.4
Excellent
(1009 Reviews)
1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $181/Night 7 Nights - US $1,266
House
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like-icon10.0
Exceptional
(34 Reviews)
2 Bedrooms 1 Bath 4 Guests 2050 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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US $375/Night 7 Nights - US $2,622
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House
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like-icon8.0
Excellent
(1 Review)
5 Bedrooms 3 Baths 10 Guests 9687.52 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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US $661/Night 7 Nights - US $4,628
Apartment
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $219/Night 7 Nights - US $1,531
Apartment
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1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $672/Night 7 Nights - US $4,703
House
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1 Bedroom 1 Bath 2 Guests 3000 ft²
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    Fireplace/Heating
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    Kitchen
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US $156/Night 7 Nights - US $1,092

Maple Hill Luxury Rentals

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House
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10 Bedrooms 6 Baths 20 Guests 30138.95 ft²
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    Fireplace/Heating
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    View
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US $1,837/Night 7 Nights - US $12,859
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House
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10 Bedrooms 6 Baths 20 Guests 30138.95 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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US $1,683/Night 7 Nights - US $11,783
House
1 Bedroom 6 Baths 20 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $1,383/Night 7 Nights - US $9,683
House
1 Bedroom 6 Baths 16 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $1,383/Night 7 Nights - US $9,683
New
House
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10 Bedrooms 5 Baths 16 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
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US $1,130/Night 7 Nights - US $7,913
House
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10 Bedrooms 6 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $1,016/Night 7 Nights - US $7,114
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House
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5 Bedrooms 3 Baths 10 Guests 16145.86 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $1,010/Night 7 Nights - US $7,071
House
Map-icon
like-icon8.0
Excellent
(3 Reviews)
10 Bedrooms 6 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $979/Night 7 Nights - US $6,854

Maple Hill Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $564/Night 7 Nights - US $3,950
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House
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5 Bedrooms 3 Baths 10 Guests 16145.86 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $935/Night 7 Nights - US $6,548
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1706 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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US $311/Night 7 Nights - US $2,174
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House
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3 Bedrooms 2 Baths 6 Guests 1496.18 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
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US $326/Night 7 Nights - US $2,281
House
Map-icon
like-icon9.0
Exceptional
(6 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $570/Night 7 Nights - US $3,991
House
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like-icon8.4
Excellent
(7 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $718/Night 7 Nights - US $5,028
House
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like-icon7.6
Very Good
(4 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $572/Night 7 Nights - US $4,005
House
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3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $276/Night 7 Nights - US $1,932

Maple Hill Large Vacation Homes

New
House
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6 Bedrooms 3 Baths 7 Guests
  • Hot Tub
    Hot Tub
  • Pet Friendly
    Pet Friendly
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US $609/Night 7 Nights - US $4,263
New
House
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3 Bedrooms 1 Bath 10 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
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US $504/Night 7 Nights - US $3,529
House
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like-icon8.8
Fabulous
(6 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $493/Night 7 Nights - US $3,454
House
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5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $447/Night 7 Nights - US $3,130
House
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5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $756/Night 7 Nights - US $5,289
House
Map-icon
like-icon1.0
Average
(1 Review)
4 Bedrooms 3 Baths 10 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
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US $600/Night 7 Nights - US $4,200

Discover & compare premier experiences around Maple Hill

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 Maple Hill 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 Maple Hill

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation in this charming region ensures you can fully enjoy all its natural beauty and tranquil atmosphere; consider visiting during the shoulder seasons for a more relaxed experience and better availability of vacation rentals.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather and lush scenery, making it an ideal time for outdoor activities and enjoying the natural beauty of this destination.

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

The early fall months offer pleasant temperatures and vibrant foliage, perfect for exploring or relaxing in your vacation rental with scenic views of the region's changing leaves.

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

Off-Season Highlights

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Mid Winter (January to February)

The cold winter months see fewer visitors, providing a quiet retreat in cozy vacation rentals as the region embraces its winter tranquility.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Late Fall (November to December)

As the region transitions into winter, the lower tourist traffic offers a peaceful atmosphere, ideal for those seeking solitude and a slower pace.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F

Weekly Weather Forecast for Maple Hill

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 spacious backyard perfect for outdoor gatherings and relaxation in this scenic region.
  • Take advantage of community parks or green spaces for outdoor activities nearby.
  • Make the most of private patios or decks to unwind with fresh air and local views.
  • Experience outdoor dining options with BBQ grills available for your convenience.
  • Benefit from outdoor recreational facilities such as tennis courts or sports fields in the area.
  • Relax by a fire pit under the stars, ideal for cool evenings here in the region.
  • Explore walking trails or nature paths that showcase the natural beauty of this destination.
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Family Activities

  • Maple Hill Nature Reserve: Explore scenic trails and enjoy outdoor adventures amidst the natural beauty that surrounds this destination, perfect for family walks or picnics.
  • Childrens' Museum of the Region: Engage your kids with interactive exhibits and hands-on activities designed to promote learning and fun within the area's vibrant community.
  • Riverfront Park: Spend quality time by the water with activities like fishing, kayaking, or simply relaxing in a spacious setting ideal for family outings.
  • Local Farm Tours: Discover the region’s agricultural heritage by visiting nearby farms that offer educational tours and opportunities to meet farm animals, making it a memorable experience for children.
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Adult Activities

  • Golf at the Maple Hill Golf Course: Enjoy a round of golf surrounded by scenic views that showcase the natural beauty of this destination's landscape.
  • Explore the local hiking trails: Discover peaceful nature walks and challenging hikes through the region’s lush forests and rolling hills.
  • Visit nearby wineries and breweries: Experience the region’s vibrant wine and craft beer scenes, perfect for relaxing outings in the area.
  • Attend community events and festivals: Engage with local culture and entertainment at seasonal festivals and lively gatherings hosted here throughout the year.

Maple Hill Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the region's scenic parks and walking trails to experience the natural beauty that makes this destination unique.
  • Plan Ahead for Seasonal Activities: Check the local events calendar and seasonal activities to fully enjoy outdoor adventures or cultural experiences during your stay.
  • Discover Authentic Dining: Savor regional flavors by trying out nearby eateries, which offer a taste of local cuisine in a welcoming setting.
  • Utilize Nearby Amenities: Make the most of community amenities such as shops, markets, and recreational facilities to enhance your visit here.

Transportation Options

  • Connecticut Transit Bus Service: Offers convenient local transportation for exploring the region and accessing nearby attractions from your vacation rental.
  • Amtrak Station in Old Saybrook: Provides reliable rail travel connecting to major cities, ideal for day trips or arriving directly here.
  • Private Shuttle Services: Available for comfortable, door-to-door transportation around the area, making your travels seamless during your stay.
  • Car Rentals: Widely accessible in the region, allowing you the flexibility to explore at your own pace from your vacation home.

Local Customs Options

  • Community Gatherings: Participating in local events and festivals is a cherished tradition that reflects the strong community spirit here in this region.
  • Traditional Crafts: You might notice artisans practicing age-old methods of woodworking and pottery, which are celebrated customs in this area.
  • Seasonal Celebrations: The region observes distinct seasonal festivities, especially during harvest time and winter holidays, offering authentic cultural experiences.
  • Respect for Nature: Maintaining a harmonious relationship with the natural surroundings is an important custom that influences local outdoor activities and daily life.

Maple Hill Vacation Rental Frequently Asked Questions

2. Which vacation homes in Maple Hill are best for families?

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

3. How many Rentbyowner vacation rentals are available in Maple Hill?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 55 in the Maple Hill 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 Maple Hill. 

4. What is the cancellation policy for vacation rentals in Maple Hill, Connecticut?

Cancellation policies vary by property listing; it's important to review the specific terms directly on the listing or contact the host for detailed information about cancellations and refunds.

5. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are usually specified in the listing details. Be sure to check these before confirming your reservation.

6. How do I know if my chosen vacation rental in this region is available for my travel dates?

Availability is displayed on each property’s listing page. If you have specific dates in mind, it’s best to verify directly on the listing or reach out to the property owner for confirmation.

7. Can I communicate special requests or ask questions to the host before booking?

Yes, most listings provide a way to message the host directly. Utilizing this feature allows you to clarify details or discuss any special requirements prior to finalizing your reservation.

8. What amenities can I expect from vacation rentals in this destination?

Amenities vary by property, but typical features include Wi-Fi, kitchen facilities, parking, and outdoor space. Check each listing for a detailed list of what is included to ensure it meets your needs.

Maple Hill Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon8.2
Excellent
(198 Reviews)
8 Baths 312.15 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $278/Night 7 Nights - US $1,943
House
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4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $961/Night 7 Nights - US $6,727
House
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3 Bedrooms 2 Baths 8 Guests 2300 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $239/Night 7 Nights - US $1,670
Apartment
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2 Bedrooms 2 Baths 4 Guests 1205 ft²
  • Pool
    Pool
  • Pet Friendly
    Pet Friendly
More amenities
US $166/Night 7 Nights - US $1,162