Best Vacation Homes in Glastonbury
300 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
US $382/Night
For 7 Nights US $2,676
909.55 ft²
58 Guests
18 Bedrooms
12 Bathrooms
Ocean View
Cabin
- Private Beach
- Oceanfront
- Hot Tub
US $1,088/Night
For 7 Nights US $7,616
US $423/Night
For 7 Nights US $2,961
350 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Ski Chalet
- Hot Tub
- Pool
- Balcony/Terrace
US $297/Night
For 7 Nights US $2,077
10 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Ocean View
- View
US $354/Night
For 7 Nights US $2,480
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $230/Night
For 7 Nights US $1,613
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Parking
US $225/Night
For 7 Nights US $1,577
300 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $97/Night
For 7 Nights US $676
Glastonbury Luxury Rentals
14 Guests
5 Bedrooms
4 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,413/Night
For 7 Nights US $9,890
4500 ft²
15 Guests
7 Bedrooms
6 Bathrooms
Ocean View
Cottage
- Spa
- Fireplace/Heating
- Ocean View
US $1,306/Night
For 7 Nights US $9,144
3500 ft²
18 Guests
8 Bathrooms
Family Friendly
Resort
- Hot Tub
- Fireplace/Heating
- Pool
US $1,047/Night
For 7 Nights US $7,332
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $624/Night
For 7 Nights US $4,368
16 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
Other
- Balcony/Terrace
- Parking
- Child Friendly
US $587/Night
For 7 Nights US $4,106
8 Guests
5 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $518/Night
For 7 Nights US $3,626
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Cottage
- Spa
- Fireplace/Heating
- Ocean View
US $511/Night
For 7 Nights US $3,579
11 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $500/Night
For 7 Nights US $3,503
Glastonbury Pet Friendly Vacation Rentals
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $311/Night
For 7 Nights US $2,180
US $259/Night
For 7 Nights US $1,813
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $188/Night
For 7 Nights US $1,314
258.33 ft²
2 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $112/Night
For 7 Nights US $786
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $115/Night
For 7 Nights US $803
533 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $202/Night
For 7 Nights US $1,412
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
US $131/Night
For 7 Nights US $920
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $287/Night
For 7 Nights US $2,008
Glastonbury Large Vacation Homes
14 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $199/Night
For 7 Nights US $1,393
8 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $332/Night
For 7 Nights US $2,322
11 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $369/Night
For 7 Nights US $2,584
14 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $235/Night
For 7 Nights US $1,643
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $207/Night
For 7 Nights US $1,450
14 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $458/Night
For 7 Nights US $3,206
10 Guests
4 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $410/Night
For 7 Nights US $2,870
3000 ft²
8 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $382/Night
For 7 Nights US $2,677
Why Choose Rent By Owner for your Glastonbury 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 Glastonbury
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as seasonal changes in Glastonbury, Ontario, Canada, influence everything from weather to local activities, helping you select the perfect period for your stay.
Peak Season Highlights
Late June to August
During the summer months, this destination experiences its peak season with warm weather and lively outdoor activities, making it an ideal time for outdoor enthusiasts to enjoy local events and recreational activities.
Average Temperature Daytime: around 25°C - Nighttime: around 15°C
Mid-September to October
Autumn brings a vibrant atmosphere as visitors flock to enjoy the region’s scenic foliage and seasonal festivals, creating a lively ambiance perfect for exploring nature and local culture.
Average Temperature Daytime: around 20°C - Nighttime: around 10°C
Off-Season Highlights
November to March
The colder months mark the off-peak season when fewer visitors visit here, providing a quieter experience ideal for those who prefer tranquility and cozy accommodations.
Average Temperature Daytime: around 5°C - Nighttime: -5°C
April to May
Spring sees a lull in tourism before the summer rush begins, offering a peaceful environment to enjoy the area's natural beauty without the crowds.
Average Temperature Daytime: around 12°C - Nighttime: around 3°C
Weekly Weather Forecast for Glastonbury
How to Book Your Glastonbury 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 Glastonbury
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 dining with a fully equipped patio or barbecue area
- Relax by a private fire pit suitable for evening gatherings
- Take advantage of spacious yards ideal for outdoor activities and games
- Benefit from convenient access to nearby hiking and walking trails
- Make the most of private or shared swimming pools for cooling off during warm days
- Utilize well-maintained gardens or landscaped areas for peaceful relaxation
- Experience stunning views from outdoor decks or balconies overlooking the scenic surroundings
Top Attractions Around Glastonbury
What attractions are nearby?
In the charming area nearby your vacation rental in Glastonbury, Ontario, you can enjoy a variety of outdoor activities and explore local attractions that highlight the region's natural beauty and cultural heritage.
Family Activities
- Glastonbury Nature Trails: Explore scenic walking and biking trails that provide a fun outdoor adventure for the whole family in the peaceful surroundings of this region.
- Local Farms and Orchards: Visit nearby farms where your family can enjoy picking seasonal fruits and learning about local agriculture, creating memorable experiences here.
- Community Parks and Playgrounds: Spend quality time at well-maintained parks with playgrounds, picnic areas, and open spaces perfect for family outings in the area.
- Family-Friendly Festivals and Events: Participate in seasonal festivals and community events that celebrate local culture and provide entertainment for visitors of all ages here.
Adult Activities
- Wine Tasting Tours: Explore local wineries in the region, where you can indulge in tasting sessions and learn about the area's renowned winemaking traditions.
- Golfing Experiences: Play a round at nearby golf courses that offer scenic fairways and challenging holes, perfect for a relaxing day on the greens.
- Historic Walking Tours: Discover the area's rich history by strolling through charming streets and visiting local landmarks with guided or self-guided tours.
- Arts and Culture Events: Enjoy a variety of art galleries, galleries, and cultural festivals that showcase the creative spirit of this destination.
Glastonbury Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Events and Festivals: Check the area’s community calendar to discover nearby events that can enrich your stay and give you a true taste of the region's culture.
- Plan Outdoor Activities: Take advantage of the natural scenery by arranging outdoor adventures, such as hiking or biking, to fully enjoy what the destination has to offer.
- Discover Nearby Dining Options: Research local eateries to experience regional cuisine and support small businesses in this welcoming community.
- Choose Convenient Accommodation: Select a well-located vacation rental close to key attractions and amenities for easy access during your visit here.
Transportation Options
- Public Transit Services: You can rely on local bus routes that connect key areas within the region, offering a convenient way to explore without a car.
- Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are available here, providing quick and flexible transportation around town and nearby attractions.
- Car Rentals: Several rental agencies operate in the area, giving you the freedom to explore at your own pace with a vehicle suited to your travel needs.
- Cycling and Walking: The region features pedestrian-friendly paths and bike routes, making it easy to enjoy the scenic surroundings at a leisurely pace.
Local Customs Options
- Local Tea Ceremonies: Participating in traditional tea ceremonies offers a glimpse into this area's rich cultural heritage and communal spirit.
- Community Festivals: Attending seasonal festivals allows you to experience authentic local customs and celebrate the region's unique history.
- Traditional Craftsmanship: Observing or engaging in local craftsmanship provides insight into the artisanal traditions that have been preserved here for generations.
- Religious Observances: Respectfully witnessing local religious practices is a meaningful way to understand the spiritual fabric of this destination.
Glastonbury Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Glastonbury?
There are a lot of options in Glastonbury. If you plan on staying in the Glastonbury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Glastonbury:
- Stunning and Spacious 5 Bedroom LakeHouse with 3 King Beds, 5 Bedrooms, Arcade
- Beautiful Peninsula Lodge
- Dream on a hill
- Waterfront Cottage | 3 bedroom | 1 bath | sleeps 6 people with Gourmet Kitchen
- Jamtel Arden cottage - Kennebec Lake, Arden ON.
- The Suite - Myers Cave Resort
- Lakeside Retreat
- Woodview Cottage - Myers Cave Resort
- Cozy Waterfront Family Cottage - Arden on the Lake (Pet Friendly!)
- Bon Echo Area Cottage
2. Which vacation homes in Glastonbury are best for families?
If you are looking for a family-friendly vacation home in Glastonbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Glastonbury:
3. How many Rentbyowner vacation rentals are available in Glastonbury?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 136 in the Glastonbury 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 Glastonbury.
4. What is the cancellation policy for vacation rentals in Glastonbury, Ontario?
Cancellation policies vary by listing, so it’s important to review the specific terms outlined on the property’s page or contact the owner directly to understand the refund and cancellation conditions for your chosen stay.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or taxes are typically specified in the listing details. To avoid surprises, review the full fee breakdown before completing your booking or reach out to the host for clarification.
6. How do I confirm the availability of a vacation rental in this area?
Availability can change quickly, so it’s best to check the booking calendar on the listing page. If you have specific dates in mind, contacting the owner directly can also help confirm current availability.
7. What amenities can I expect from vacation rentals in this destination?
Each property offers different amenities; detailed lists are available on the listing pages. For tailored needs, such as workspace or pet-friendly options, communicate directly with the owner to ensure your requirements are met.
8. What is the process for checking in and out of vacation rentals in the region?
Check-in and check-out procedures vary by property. Usually, instructions are provided upon booking or in the listing description. For seamless arrival and departure, contact the host beforehand to clarify any specific requirements.
Glastonbury Top Rated Vacation Rentals
4 Guests
1 Bathroom
Family Friendly
Resort
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $95/Night
For 7 Nights US $665
4 Guests
1 Bathroom
Family Friendly
Resort
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $121/Night
For 7 Nights US $845
US $93/Night
For 7 Nights US $652
US $105/Night
For 7 Nights US $732
6 Guests
1 Bathroom
Family Friendly
Resort
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $123/Night
For 7 Nights US $863
400 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Pool
US $471/Night
For 7 Nights US $3,294
400 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Pool
US $284/Night
For 7 Nights US $1,988
350 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Pool
US $284/Night
For 7 Nights US $1,988
