Discover Your Perfect Annapolis Valley Vacation Homes

Best Vacation Homes in Annapolis Valley

10.0
Exceptional
(93 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
US $125/Night For 7 Nights US $876
10.0
Exceptional
(7 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Balcony/Terrace
  • Pet Friendly
  • Parking
US $111/Night For 7 Nights US $778
10.0
Exceptional
(131 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Breakfast
  • Parking
  • Internet
US $177/Night For 7 Nights US $1,237
10.0
Exceptional
(72 Reviews)
1100 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $199/Night For 7 Nights US $1,391
10.0
Exceptional
(1 Review)
182.99 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation Bed & Breakfast
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $137/Night For 7 Nights US $959
10.0
Exceptional
(54 Reviews)
800 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $158/Night For 7 Nights US $1,106
10.0
Exceptional
(42 Reviews)
1200 ft² 3 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $155/Night For 7 Nights US $1,087
10.0
Exceptional
(40 Reviews)
650 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $207/Night For 7 Nights US $1,446

Annapolis Valley Luxury Rentals

New
2153 ft² 19 Guests 1 Bedroom 14 Bathrooms
Bed & Breakfast
US $2,224/Night For 7 Nights US $15,567
New
645.83 ft² 18 Guests 7 Bedrooms 7 Bathrooms
Family Friendly Villa
  • Balcony/Terrace
  • Parking
  • Air Conditioner
US $1,851/Night For 7 Nights US $12,954
New
107628 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $955/Night For 7 Nights US $6,687
10.0
Exceptional
(1 Review)
10 Guests 2 Bedrooms 5 Bathrooms
House
US $945/Night For 7 Nights US $6,612
9.6
Exceptional
(16 Reviews)
5000 ft² 16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $818/Night For 7 Nights US $5,724
New
3000 ft² 15 Guests 7 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $777/Night For 7 Nights US $5,440
New
4 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Parking
  • Air Conditioner
  • Internet
US $720/Night For 7 Nights US $5,037
10.0
Exceptional
(3 Reviews)
490 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Spa
  • Fireplace/Heating
US $587/Night For 7 Nights US $4,108

Annapolis Valley Pet Friendly Vacation Rentals

10.0
Exceptional
(32 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $96/Night For 7 Nights US $672
8.8
Fabulous
(88 Reviews)
531.02 ft² 9 Guests 3 Bedrooms 4 Bathrooms
Family Friendly Bed & Breakfast
  • Hot Tub
  • Balcony/Terrace
  • Pet Friendly
US $104/Night For 7 Nights US $727
9.8
Exceptional
(45 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $83/Night For 7 Nights US $579
10.0
Exceptional
(18 Reviews)
700 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $122/Night For 7 Nights US $854
8.7
Fabulous
(3 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Parking
US $143/Night For 7 Nights US $1,003
10.0
Exceptional
(11 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $124/Night For 7 Nights US $870
10.0
Exceptional
(10 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $144/Night For 7 Nights US $1,005
10.0
Exceptional
(6 Reviews)
1227 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $218/Night For 7 Nights US $1,525

Annapolis Valley Large Vacation Homes

9.2
Exceptional
(5 Reviews)
1600 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $559/Night For 7 Nights US $3,914
9.5
Exceptional
(90 Reviews)
394.67 ft² 6 Guests 9 Bedrooms 3 Bathrooms
Bed & Breakfast
  • Fireplace/Heating
  • View
  • Parking
US $105/Night For 7 Nights US $734
10.0
Exceptional
(35 Reviews)
12 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $232/Night For 7 Nights US $1,627
9.3
Exceptional
(18 Reviews)
398.26 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Villa
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $106/Night For 7 Nights US $739
10.0
Exceptional
(21 Reviews)
1992 ft² 8 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $399/Night For 7 Nights US $2,796
9.6
Exceptional
(51 Reviews)
10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $296/Night For 7 Nights US $2,073
8.6
Fabulous
(9 Reviews)
2400 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $295/Night For 7 Nights US $2,064
New
10 Guests 5 Bedrooms 1 Bathroom
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $563/Night For 7 Nights US $3,941

Why Choose Rent By Owner for your Annapolis Valley 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 Annapolis Valley

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination can enhance your experience, whether you prefer the vibrant energy of peak season or the tranquility of the off-peak months, making it easier to find perfect vacation rentals here at just the right moment.

Peak Season Highlights

spring
June to August

This is the warmest time of year, perfect for fully experiencing the area's natural beauty and outdoor activities. During these months, you’ll enjoy longer daylight hours and vibrant local events in Annapolis Valley.

Average Temperature Daytime: 20-25°C - Nighttime: 12-15°C
spring
September to October

Autumn brings stunning fall foliage, making it a popular period to explore the region’s scenic landscapes while enjoying harvest festivals and wine tastings.

Average Temperature Daytime: 15-20°C - Nighttime: 8-12°C

Off-Season Highlights

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November to March

During the colder months, the area offers a peaceful escape with fewer visitors, ideal for those seeking quiet retreats and cozy accommodations.

Average Temperature Daytime: 0-7°C - Nighttime: -5 to -1°C
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April to May

Springtime arrival signals the end of winter and the start of new growth, with fewer tourists and lower rates making it an inviting season for budget-conscious travelers looking to explore here.

Average Temperature Daytime: 8-15°C - Nighttime: 2-6°C

Weekly Weather Forecast for Annapolis Valley

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 outdoor dining areas, perfect for savoring meals amidst the scenic views of the region.
  • Relax in a private yard or garden space that offers tranquility and a touch of nature.
  • Take advantage of access to walking trails or nature paths nearby for outdoor exploration.
  • Make use of a spacious patio or deck ideal for entertaining or unwinding after a day of visiting local attractions.
  • Benefit from outdoor fire pits or fireplaces to gather around under the stars during cooler evenings.
  • Utilize available outdoor seating options designed to maximize your enjoyment of the area's natural beauty.
  • Participate in outdoor recreational activities such as cycling or kayaking if equipment is provided or nearby rentals are accessible.
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Family Activities

  • Waterfront Activities: Enjoy family days along the scenic shores of the area with activities like kayaking, paddleboarding, and beachcombing suitable for all ages.
  • Heritage Tours: Explore local history and culture through guided tours or visits to historical sites that offer engaging experiences for children and adults alike.
  • Fruit Picking:** Experience the region’s renowned orchards by picking fresh berries and apples, perfect for a fun and tasty family outing.
  • Nature Trails: Discover family-friendly hiking trails in the surrounding countryside, providing opportunities for outdoor adventure and wildlife spotting.
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Adult Activities

  • Wine Tasting Tours: Experience the region's renowned wineries and vineyards, sampling exceptional local wines while enjoying scenic vineyard views.
  • Historic Walking Tours: Discover the area's rich history and charming architecture on guided or self-guided strolls through quaint towns and historic sites.
  • Gourmet Food Experiences: Indulge in farm-to-table dining and culinary classes that highlight the region’s fresh, local ingredients.
  • Outdoor Recreation: Engage in activities such as hiking, cycling, and kayaking amidst the stunning natural landscapes that define this destination.

Annapolis Valley Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During the Region’s Peak Seasons: Maximize your experience by scheduling your stay during local festivals or harvest times when the area's natural beauty and culture are at their finest.
  • Explore Local Dining and Markets: Take advantage of the area's farm-to-table restaurants and farmers' markets to enjoy fresh, regional produce and support local artisans.
  • Discover Scenic Outdoor Activities: Make the most of outdoor adventures like hiking, kayaking, or wine tasting in the surrounding countryside to immerse yourself in the area's natural charm.
  • Book Accommodations Close to Attractions: Choose vacation rentals that are conveniently located near popular sights and activities to save time and enhance your overall experience here.

Transportation Options

  • Driving: You can explore the region at your own pace by car, with well-maintained highways connecting the most scenic spots and local destinations.
  • Public Transit: Bus services are available within the area, offering a convenient and economical way to travel between key towns and attractions.
  • Taxi and Rideshare: Taxis and rideshare options provide flexible transportation for short trips or last-minute travel needs around this destination.
  • Biking: The area boasts scenic cycling routes that invite you to discover its charming countryside and quaint villages on two wheels.

Local Customs Options

  • Community Gatherings: Participating in local festivals and events provides insight into the area’s communal spirit and rich traditions.
  • Seafood Cuisine: Enjoying freshly caught seafood reflects the region’s maritime heritage and culinary customs.
  • Traditional Craftsmanship: Visiting local artisans showcases the region's dedication to preserving its historical crafts and arts.
  • Farming Practices: Observing seasonal agricultural activities offers a glimpse into the area's farming customs and connection to the land.

Annapolis Valley Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Annapolis Valley?

There are a lot of options in Annapolis Valley. If you plan on staying in the Annapolis Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Annapolis Valley:

2. How many vacation rentals have private pools in Annapolis Valley?

There are 5 vacation rentals with private pools near Annapolis Valley. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Annapolis Valley are best for families?

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

4. How many Rentbyowner vacation rentals are available in Annapolis Valley?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 387 in the Annapolis Valley 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 Annapolis Valley. 

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

Cancellation policies vary depending on the property owner, so it’s important to review the specific listing details. You can find the cancellation terms listed on the booking page or contact the host directly for clarification.

6. Are there any age restrictions or requirements to book a rental here?

Age restrictions are set by individual hosts and may differ from one property to another. Be sure to check the listing details or reach out to the property owner if you have specific questions regarding age requirements.

7. How do I confirm my reservation and what are the payment options?

Reservations are confirmed once your booking is complete through the listing platform. Payment methods typically include credit card, debit, or other secure online payment options specified by the host. Details are provided during the booking process.

8. What amenities are included with the vacation rental in the region?

Amenities vary between properties but often include essentials such as Wi-Fi, kitchen facilities, parking, and heating or air conditioning. Specific amenities are listed on each property’s page, so review those details carefully.

9. If I need to cancel or modify my stay, what is the procedure?

You should refer to the cancellation and modification policies outlined in your booking confirmation. For assistance, contacting the property owner directly or reaching out through the booking platform will help facilitate any changes needed.

Annapolis Valley Top Rated Vacation Rentals

9.8
Exceptional
(18 Reviews)
550 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $177/Night For 7 Nights US $1,236
9.8
Exceptional
(12 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $168/Night For 7 Nights US $1,176
9.4
Exceptional
(11 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $158/Night For 7 Nights US $1,105
8.8
Fabulous
(25 Reviews)
315 ft² 5 Guests 1 Bathroom
Family Friendly Resort
  • Pool
  • Balcony/Terrace
  • Kitchen
US $250/Night For 7 Nights US $1,747
8.7
Fabulous
(23 Reviews)
453.62 ft² 8 Bathrooms
Ocean View Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $74/Night For 7 Nights US $521
8.6
Fabulous
(1004 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $97/Night For 7 Nights US $678
8.6
Fabulous
(599 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $161/Night For 7 Nights US $1,124
8.6
Fabulous
(105 Reviews)
1 Bathroom
Couples Retreat Hotel
  • Spa
  • Pool
  • Balcony/Terrace
US $221/Night For 7 Nights US $1,544