Discover Your Perfect Gilman Vacation Homes

Best Vacation Homes in Gilman

New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
R5,133/Night For 7 Nights R35,934
10.0
Exceptional
(1 Review)
1862.16 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R5,257/Night For 7 Nights R36,802
9.0
Exceptional
(1002 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R7,515/Night For 7 Nights R52,607
10.0
Exceptional
(7 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R5,559/Night For 7 Nights R38,915
9.3
Exceptional
(3 Reviews)
1151.74 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Oceanfront
  • Ocean View
  • View
R11,567/Night For 7 Nights R80,975
9.8
Exceptional
(30 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R3,796/Night For 7 Nights R26,566
9.6
Exceptional
(20 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R4,897/Night For 7 Nights R34,280
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,855/Night For 7 Nights R19,982

Gilman Luxury Rentals

9.8
Exceptional
(17 Reviews)
5000 ft² 14 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R11,461/Night For 7 Nights R80,221
10.0
Exceptional
(4 Reviews)
5000 ft² 8 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R10,897/Night For 7 Nights R76,290
9.6
Exceptional
(18 Reviews)
3800 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R10,051/Night For 7 Nights R70,361
New
1824 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R9,749/Night For 7 Nights R68,249
4.0
Average
(95 Reviews)
355.21 ft² 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pet Friendly
  • Parking
R8,124/Night For 7 Nights R56,866
9.8
Exceptional
(10 Reviews)
1184 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R7,188/Night For 7 Nights R50,314
New
1603.82 ft² 8 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Internet
R6,366/Night For 7 Nights R44,565
9.4
Exceptional
(3 Reviews)
1600 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R5,866/Night For 7 Nights R41,061

Gilman Pet Friendly Vacation Rentals

New
2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R2,653/Night For 7 Nights R18,573
New
2238.89 ft² 5 Guests 3 Bedrooms 1 Bathroom
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R5,417/Night For 7 Nights R37,916
New
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R12,519/Night For 7 Nights R87,624
New
1800 ft² 8 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R7,547/Night For 7 Nights R52,837
10.0
Exceptional
(6 Reviews)
2487 ft² 11 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R4,439/Night For 7 Nights R31,070
10.0
Exceptional
(3 Reviews)
3000 ft² 20 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R9,242/Night For 7 Nights R64,694
4.9
Average
(16 Reviews)
5482 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
R10,105/Night For 7 Nights R70,738
4.8
Average
(16 Reviews)
3200 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
R7,370/Night For 7 Nights R51,592

Gilman Large Vacation Homes

9.0
Exceptional
(29 Reviews)
1860 ft² 100 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R4,674/Night For 7 Nights R32,724
New
10 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Internet
R5,337/Night For 7 Nights R37,359
10.0
Exceptional
(30 Reviews)
3200 ft² 12 Guests 5 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R10,548/Night For 7 Nights R73,834
New
10 Guests 4 Bedrooms 7 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • View
  • Pet Friendly
R10,138/Night For 7 Nights R70,967
New
10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Child Friendly
R4,668/Night For 7 Nights R32,675

Why Choose Rent By Owner for your Gilman 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 Gilman

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, as the region offers distinct seasonal charms that may influence your decision to book a vacation rental here for a memorable getaway.

Peak Season Highlights

summer
Summer (June to August)

During the summer, this destination experiences warm weather that is perfect for outdoor activities and exploring the natural beauty of the area.

Average Temperature Daytime: 75-85°F - Nighttime: 60-65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and cooler temperatures, making it an ideal time for scenic drives and outdoor adventures in this region.

Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F

Off-Season Highlights

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Winter (December to February)

The quieter winter months feature chilly weather, offering a peaceful retreat away from crowds and a chance to enjoy cozy indoor stays.

Average Temperature Daytime: 30-40°F - Nighttime: 20-25°F
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Spring (March to May)

Early spring sees mild temperatures and blooming landscapes, providing a tranquil atmosphere before the busy summer season begins.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Gilman

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 space with a spacious patio or deck for relaxing and dining.
  • Take advantage of outdoor grilling facilities to prepare meals amidst the scenic surroundings.
  • Revel in well-maintained gardens or lush lawns that enhance your outdoor experience.
  • Make the most of nearby hiking trails or nature walks accessible from many property locations.
  • Relax by a private or shared swimming pool, perfect for cooling off during warm days.
  • Utilize outdoor fire pits or fireplaces ideal for evening gatherings under the stars.
  • Benefit from parking areas and access to outdoor recreational equipment such as bikes or kayaks, if available.
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Family Activities

  • Gilman Pond: Spend the day enjoying fishing, swimming, or paddle boating at Gilman Pond, a peaceful spot perfect for family outdoor fun in this scenic region.
  • Gilman Recreation Area: Explore the well-maintained trails and open spaces within Gilman Recreation Area, offering ideal opportunities for picnicking and nature walks for all ages.
  • Local Nature Centers: Visit nearby nature centers where educational programs and interactive exhibits engage children and foster a love for the outdoors in this area.
  • Community Events: Participate in seasonal festivals, markets, and family-friendly activities that bring the community together here, making for memorable outings with your loved ones.
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Adult Activities

  • Hiking in the local trails: Explore scenic routes that wind through the region's natural beauty, offering a peaceful escape from everyday life.
  • Visiting nearby historical sites: Discover the area's rich history by touring local landmarks and museums that highlight its cultural heritage.
  • Fishing on the region’s lakes and rivers: Enjoy tranquil moments casting your line in some of the area’s popular fishing spots near vacation rentals.
  • Dining at regional restaurants: Savor delicious local cuisine at eateries that showcase the culinary charm of the destination.

Gilman Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the scenic outdoor opportunities in the area to enjoy peaceful walks and hikes that showcase the region's natural beauty.
  • Visit Nearby Natural Attractions: Discover the local parks and waterways that provide the perfect setting for relaxing picnics, fishing, or boating experiences close to your vacation rental.
  • Plan Activities According to the Season: Tailor your visit to the area's seasonal offerings, whether it's fall foliage, winter snow, or summer blooms, to maximize your stay.
  • Utilize Local Resources and Guides: Connect with local tourism resources to uncover hidden gems and insider tips for exploring this inviting destination fully.

Transportation Options

  • Connecticut Airport (Bradley International Airport): This regional airport offers convenient domestic flights, making travel to and from the area straightforward for visitors booking vacation rentals here.
  • Amtrak Rail Service: The Amtrak station provides reliable train connections, allowing you to explore the broader region without the hassle of driving, directly accessible from nearby towns.
  • Local Bus Services: Public transportation options are available within the area, offering an affordable way to navigate around the destination when staying in your chosen vacation rental.
  • Private Taxi and Rideshare Services: Taxis and rideshare companies operate in this part of Connecticut, providing flexible and convenient transportation from various points of arrival or departure.

Local Customs Options

  • Local Craftsmanship: The region celebrates its woodworking traditions, and you might find local artisans showcasing their handcrafted furniture and art in this quaint destination.
  • Seasonal Festivals: Participating in seasonal festivals here offers a glimpse into the community’s heritage, emphasizing the area's vibrant cultural practices throughout the year.
  • Historical Preservation: Respect for historical sites is evident as many buildings retain traditional architecture, reflecting the area's dedication to preserving its past.
  • Community Gatherings: Weekly farmers' markets and local events foster a welcoming atmosphere where residents and visitors alike share in regional customs and produce.

Frequently Asked Questions About Gilman?

2. How many vacation rentals have private pools in Gilman?

There are 1 vacation rentals with private pools near Gilman. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Gilman are best for families?

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

4. How many Rentbyowner vacation rentals are available in Gilman?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 46 in the Gilman 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 Gilman. 

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

Cancellation policies vary by listing, so it’s important to review the specific terms on each property’s details page. You can also contact the property owner directly for clarification.

6. Are there any additional fees I should be aware of when booking a vacation rental in this destination?

Additional fees such as cleaning fees, service charges, or security deposits may apply depending on the listing. Details are provided during the booking process or in the listing description.

7. How do I ensure my reservation is confirmed for a vacation rental in this region?

Reservations are typically confirmed once you complete the booking and receive a confirmation email from the host. It’s recommended to verify all details before finalizing your reservation.

8. What amenities are generally included with vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and sometimes additional features like outdoor spaces. Check the listing specifics for precise information.

9. Is there a minimum stay requirement for vacation rentals in this part of the region?

Minimum stay requirements depend on the individual property; some listings may require stays of multiple nights or more. Details are available on each listing’s policies section.

Gilman Top Rated Vacation Rentals

7.9
Very Good
(120 Reviews)
387.5 ft² 2 Bathrooms
Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
R3,570/Night For 7 Nights R24,993
7.8
Very Good
(1125 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
R1,646/Night For 7 Nights R11,530
7.8
Very Good
(297 Reviews)
252.95 ft² 4 Bathrooms
Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
R2,353/Night For 7 Nights R16,477
7.6
Very Good
(1007 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R1,827/Night For 7 Nights R12,791
7.6
Very Good
(175 Reviews)
174.62 ft² 9 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
R2,638/Night For 7 Nights R18,458
7.1
Very Good
(705 Reviews)
378.53 ft² 4 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
R2,600/Night For 7 Nights R18,196
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R2,842/Night For 7 Nights R19,900
4.5
Average
(4 Reviews)
8 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Pool
  • Pet Friendly
R14,724/Night For 7 Nights R103,069