Discover Your Perfect Surry Vacation Homes

Best Vacation Homes in Surry

New
9 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R13,160/Night For 7 Nights R92,117
10.0
Exceptional
(2 Reviews)
96.88 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • View
  • Pet Friendly
R9,245/Night For 7 Nights R64,717
9.2
Exceptional
(183 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R6,037/Night For 7 Nights R42,269
New
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Kitchen
  • Parking
  • Air Conditioner
R6,701/Night For 7 Nights R46,917
9.2
Exceptional
(6 Reviews)
2 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R3,512/Night For 7 Nights R24,587
New
2 Guests 2 Bedrooms 1 Bathroom
Couples Retreat Bed & Breakfast
  • Fireplace/Heating
  • Air Conditioner
  • Bedding/Linens
R3,083/Night For 7 Nights R21,589
New
4 Guests 4 Bedrooms 1 Bathroom
Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R2,555/Night For 7 Nights R17,884
10.0
Exceptional
(133 Reviews)
1150 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R4,956/Night For 7 Nights R34,691

Surry Luxury Rentals

New
4000 ft² 20 Guests 8 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • View
R25,235/Night For 7 Nights R176,638
10.0
Exceptional
(76 Reviews)
4500 ft² 10 Guests 6 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R22,945/Night For 7 Nights R160,623
10.0
Exceptional
(46 Reviews)
5500 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R17,803/Night For 7 Nights R124,619
New
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R16,977/Night For 7 Nights R118,842
New
9 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • View
  • Child Friendly
R14,863/Night For 7 Nights R104,040
New
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R13,762/Night For 7 Nights R96,327
9.8
Exceptional
(9 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
R13,171/Night For 7 Nights R92,201
10.0
Exceptional
(15 Reviews)
2000 ft² 7 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R13,088/Night For 7 Nights R91,611

Surry Pet Friendly Vacation Rentals

10.0
Exceptional
(110 Reviews)
900 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R5,507/Night For 7 Nights R38,548
New
1700.7 ft² 6 Guests 2 Bedrooms 3 Bathrooms
House
  • Hot Tub
  • Balcony/Terrace
  • View
R5,159/Night For 7 Nights R36,123
10.0
Exceptional
(64 Reviews)
1100 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R3,797/Night For 7 Nights R26,574
New
1700.7 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R5,776/Night For 7 Nights R40,434
10.0
Exceptional
(53 Reviews)
1600 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R8,719/Night For 7 Nights R61,029
10.0
Exceptional
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly RV Rental
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R1,220/Night For 7 Nights R8,538
9.8
Exceptional
(74 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R3,378/Night For 7 Nights R23,644
9.8
Exceptional
(38 Reviews)
1640 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R11,082/Night For 7 Nights R77,567

Surry Large Vacation Homes

10.0
Exceptional
(62 Reviews)
2600 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R9,965/Night For 7 Nights R69,753
New
497.83 ft² 14 Guests 4 Bedrooms 4 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R3,767/Night For 7 Nights R26,372
9.6
Exceptional
(53 Reviews)
10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R12,325/Night For 7 Nights R86,273
8.9
Fabulous
(49 Reviews)
313.95 ft² 22 Guests 61 Bedrooms 6 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R8,782/Night For 7 Nights R61,467
9.2
Exceptional
(59 Reviews)
2400 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R11,822/Night For 7 Nights R82,753
9.0
Exceptional
(6 Reviews)
10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
R12,476/Night For 7 Nights R87,334
10.0
Exceptional
(62 Reviews)
3000 ft² 10 Guests 3 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R8,647/Night For 7 Nights R60,524
4.7
Average
(31 Reviews)
3000 ft² 13 Guests 7 Bedrooms 5 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
R9,262/Night For 7 Nights R64,835

Why Choose Rent By Owner for your Surry 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 Surry

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the best season for exploring this destination's natural beauty and local charm varies throughout the year, so plan accordingly to enjoy the region’s unique appeal during your stay.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, you can enjoy the region's natural beauty as the landscape blooms, making it an ideal season for outdoor activities and exploring local scenery.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
summer
Summer (July to August)

This is the warmest period when the area comes alive with vibrant coastal life and longer daylight hours, perfect for beach days and water-based adventures.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F

Off-Season Highlights

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Early Fall (September to October)

You’ll find fewer crowds during this season, with cooler temperatures and colorful foliage creating a picturesque backdrop for your stay in this scenic destination.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
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Late Winter to Early Spring (February to April)

As the region transitions out of winter, you can experience quieter accommodations and enjoy the peaceful, off-season ambiance before the busy summer months begin.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Surry

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 patio or deck to unwind and take in the scenic views of the region.
  • Take advantage of expansive yards or gardens perfect for outdoor activities and relaxation.
  • Make the most of a well-equipped grilling area for outdoor cooking experiences amid nature.
  • Benefit from direct access to nearby hiking trails or scenic walking paths within the area.
  • Relax by a fire pit during cooler evenings, ideal for storytelling and marshmallow roasting.
  • Utilize outdoor dining spaces that let you savor meals al fresco with family or friends.
  • Take in the fresh air while lounging on outdoor furniture designed for comfort and leisure.
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Family Activities

  • Explore Surry Marine Park: Enjoy family picnics and scenic views along the waterfront at this popular spot in the region.
  • Visit the Surry Historical Museum: Dive into local history through engaging exhibits and interactive displays suitable for all ages.
  • Take a family boat tour: Discover the coastal beauty of this destination on a guided boat tour that offers memorable experiences for everyone.
  • Hike the Surry Trails: Embark on easy, family-friendly hikes through scenic nature trails in the area for a day of outdoor adventure.
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Adult Activities

  • Exploring the Surry Hills and Coastal Trails: You can enjoy scenic hikes along the rugged coastline, taking in breathtaking ocean views and discovering hidden coves.
  • Dining at Local Seafood Restaurants: Indulge in fresh, locally caught seafood at highly-rated restaurants that showcase the region’s culinary heritage.
  • Whale Watching Tours: Embark on a guided boat tour to witness majestic whales and marine wildlife, an unforgettable experience here in this maritime destination.
  • Art Galleries and Cultural Experiences: Visit regional art galleries and participate in cultural events that highlight the area's vibrant artistic community.

Surry Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area’s charming eateries to enjoy fresh, locally sourced seafood and regional specialties during your stay.
  • Plan Outdoor Activities: Make the most of the scenic surroundings by engaging in activities like hiking, boating, or beachcombing along the pristine coastline.
  • Visit Nearby Attractions: Discover the region's hidden gems and cultural sites to enrich your experience of this picturesque destination.
  • Choose a Prime Location: Select vacation rentals that are conveniently situated close to water views or outdoor adventures for easy access to the best spots here.

Transportation Options

  • Car Rentals: Renting a car in the area offers you flexibility to explore Surry and the surrounding coastal scenery at your own pace.
  • Public Transit: Local bus services provide an affordable and convenient way to get around this charming region without the need for personal transportation.
  • Taxi Services: Taxis and ride-sharing options are readily available to help you navigate here comfortably, especially for short trips or last-minute plans.
  • Bicycle Rentals: Biking is an excellent choice for enjoying the natural beauty of the area's scenic routes and quiet streets at your leisure.

Local Customs Options

  • Seafood Festivals: Participating in local seafood festivals offers you a taste of the region’s fresh catches and maritime traditions, reflecting the area's deep connection to the ocean.
  • Traditional Lobstering Practices: Many here still embrace authentic lobstering customs, giving you an immersive experience into the region’s historic industry through community-led demonstrations.
  • Harbor Celebrations: Harbor-related festivities are common in this destination, highlighting the importance of maritime heritage and fostering a welcoming atmosphere for visitors.
  • Seasonal Folk Events: Local seasonal events often showcase traditional music, crafts, and storytelling, allowing you to connect with the area's rich cultural tapestry during your stay.

Frequently Asked Questions About Surry?

2. Which vacation homes in Surry are best for families?

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

3. How many Rentbyowner vacation rentals are available in Surry?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 101 in the Surry 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 Surry. 

4. What is the cancellation policy for vacation rentals in Surry, Maine?

The cancellation policy varies depending on the property owner and listing. To understand the specific terms for your reservation, please review the cancellation details listed with each property or reach out directly to the host.

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

Additional fees such as cleaning fees, service charges, or security deposits may apply and are detailed in the individual property listing. Always check the full fee breakdown before completing your booking to ensure transparency.

6. How do I confirm the availability of a vacation rental in the area?

Availability is displayed directly on each listing. If you find a property you'd like to stay in, you can submit an inquiry or instant book if available, to confirm dates and proceed with your reservation.

7. What amenities are typically included in vacation rentals here?

Most properties feature amenities like Wi-Fi, parking, fully equipped kitchens, and outdoor spaces. Specific amenities are listed on each property’s page — be sure to review these details to match your needs.

8. How can I contact the property owner for special requests or questions about my stay?

You can contact the owner directly through the messaging system provided on the listing platform. This allows you to ask specific questions or request special arrangements before finalizing your reservation.

Surry Top Rated Vacation Rentals

10.0
Exceptional
(1 Review)
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
R11,646/Night For 7 Nights R81,524