Best Vacation Homes in Jamesport
Cottage
10.0(120 Reviews)
2 Bedrooms
2 Baths
6 Guests
2000 ft²
Ocean View
Balcony/Terrace
View
Pet Friendly
US $859/Night
7 Nights - US $6,010
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
2303.48 ft²
Oceanfront
Fireplace/Heating
Pool- Ocean View
US $1,600/Night
7 Nights - US $11,200
Hotel
9.4(331 Reviews)
1 Bath
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $388/Night
7 Nights - US $2,716
Cottage
10.0(25 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $200/Night
7 Nights - US $1,401
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $667/Night
7 Nights - US $4,669
House
10.0(21 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
US $589/Night
7 Nights - US $4,121
House
10.0(14 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
Kitchen
Parking
US $420/Night
7 Nights - US $2,942
Cottage
10.0(12 Reviews)
1 Bedroom
1 Bath
4 Guests
431 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $536/Night
7 Nights - US $3,752
Jamesport Luxury Rentals
House
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $6,972/Night
7 Nights - US $48,804
House
3 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $3,472/Night
7 Nights - US $24,307
House
4 Bedrooms
5 Baths
6 Guests
3000 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
US $3,112/Night
7 Nights - US $21,782
House
3 Bedrooms
2 Baths
7 Guests
2300 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,608/Night
7 Nights - US $18,256
House
10.0(169 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $2,081/Night
7 Nights - US $14,567
Cottage
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,949/Night
7 Nights - US $13,642
House
10.0(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $1,914/Night
7 Nights - US $13,396
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,902/Night
7 Nights - US $13,311
Jamesport Pet Friendly Vacation Rentals
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $312/Night
7 Nights - US $2,186
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
548.96 ft²
- Balcony/Terrace
- View
- Pet Friendly
- Parking
US $653/Night
7 Nights - US $4,573
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
549 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $559/Night
7 Nights - US $3,912
House
4 Bedrooms
3 Baths
8 Guests
2400.35 ft²
- Hot Tub
Skiing- Fireplace/Heating
- Pool
US $1,636/Night
7 Nights - US $11,452
Cottage
9.8(89 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $647/Night
7 Nights - US $4,532
Cottage
9.8(19 Reviews)
2 Bedrooms
1 Bath
5 Guests
549 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $593/Night
7 Nights - US $4,151
House
9.6(25 Reviews)
2 Bedrooms
2 Baths
5 Guests
1250 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $359/Night
7 Nights - US $2,514
Cottage
9.6(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
603 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $776/Night
7 Nights - US $5,431
Jamesport Large Vacation Homes
House
10.0(99 Reviews)
5 Bedrooms
3 Baths
12 Guests
3400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,190/Night
7 Nights - US $8,331
House
10.0(13 Reviews)
5 Bedrooms
3 Baths
8 Guests
2277 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $761/Night
7 Nights - US $5,330
House
10.0(8 Reviews)
5 Bedrooms
3 Baths
12 Guests
3200 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,119/Night
7 Nights - US $7,836
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,676/Night
7 Nights - US $11,730
House
10.0(6 Reviews)
5 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $813/Night
7 Nights - US $5,690
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
9 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,091/Night
7 Nights - US $7,637
House
10.0(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $829/Night
7 Nights - US $5,806
House
10.0(2 Reviews)
1 Bedroom
3 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $970/Night
7 Nights - US $6,792
Why Choose Rent By Owner for your Jamesport 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 Jamesport
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider planning your visit during the region's optimal seasons when the area's natural beauty and local amenities are at their peak, ensuring an unforgettable experience in this charming destination.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak season with warm weather and longer daylight hours, making it ideal for outdoor activities and enjoying the region's scenic beauty.
Average Temperature Daytime: high 70s to low 80s °F - Nighttime: mid 60s to low 70s °F
Fall (September to November)
The fall season attracts visitors seeking the area's vibrant foliage and pleasant weather, providing a picturesque setting for exploring vacation rentals in the region.
Average Temperature Daytime: mid 60s to high 70s °F - Nighttime: mid 50s to mid 60s °F
Off-Season Highlights
Winter (December to February)
During winter, the area experiences lower visitor numbers as temperatures drop, offering a quieter retreat for those looking for peaceful vacation rentals away from crowds.
Average Temperature Daytime: mid 30s to mid 40s °F - Nighttime: mid 20s to mid 30s °F
Spring (March to May)
Early spring sees a decrease in tourism before the warmer months arrive, creating a serene atmosphere perfect for exploring vacation rentals at a relaxed pace.
Average Temperature Daytime: mid 50s to high 60s °F - Nighttime: mid 30s to mid 40s °F
Weekly Weather Forecast for Jamesport
How to Book Your Jamesport 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 Jamesport
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 private outdoor grilling areas to cook your favorite meals amidst scenic surroundings.
- Take advantage of spacious patios or decks perfect for relaxing and soaking up the regional atmosphere.
- Make the most of outdoor dining spaces where you can gather with family and friends.
- Benefit from lush gardens or landscaped yards that enhance the natural beauty of this destination.
- Stay active with access to outdoor sports courts or recreational areas nearby.
- Unwind in private pools or hot tubs designed for outdoor relaxation after exploring the region.
- Experience picturesque views from outdoor seating areas that showcase the area's natural charm.
Top Attractions Around Jamesport
What attractions are nearby?
While staying here, you can explore a variety of nearby activities in the region, from relaxing on scenic beaches to discovering charming local wineries, all conveniently close to your vacation rentals in Jamesport, Riverhead, New York.
Family Activities
- Jamesport Farm and Market: Enjoy a family-friendly visit to this beloved local farm, where you can pick your own fruits and explore fresh produce stands in the region.
- Riverhead Raceway: Experience exciting family fun by watching a thrilling race event at this popular motorsports venue in the area.
- The Long Island Aquarium: Discover marine life exhibits and interactive displays for kids and adults alike, making it a must-visit attraction on Long Island.
- Calverton National Golf Course: Spend quality time outdoors with family-friendly golf activities and scenic views here in the region.
Adult Activities
- Wine Tasting Tours: Explore local wineries and enjoy tasting sessions that showcase the region’s renowned vineyards.
- Farmers’ Markets: Visit bustling markets to sample fresh produce and artisanal goods unique to this area.
- Historic Riverfront Walks: Take leisurely strolls along scenic riverfront paths that highlight the area's historical charm.
- Local Art Galleries: Discover vibrant art scenes through galleries that feature works from regional artists, perfect for cultural enrichment.
Other Places to Stay in Jamesport, NY
Clovis Point
South Jamesport
South Jamesport Park
Jamesport Vineyards
Jamesport Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Flavors: Take advantage of the region's renowned farm stands and local eateries to enjoy authentic tastes unique to this destination.
- Visit Nearby Beaches: Make time for scenic shoreline visits nearby, providing relaxing moments and picturesque views during your stay.
- Discover Hidden Gems: Engage with community events or explore quiet neighborhoods to uncover the area's charming and less touristy spots.
- Plan Outdoor Activities: Utilize the region’s outdoor spaces for leisurely walks, fishing, or biking to fully immerse yourself in the local landscape.
Transportation Options
- Car Rentals: Renting a car here provides the flexibility to explore the region at your own pace, especially when staying in scenic vacation rentals close to local attractions.
- Taxis and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer convenient transportation within this area, making it easy to access nearby destinations from your vacation rental.
- Public Transit: Local bus services connect the region’s communities, providing an affordable and eco-friendly way to get around during your stay.
- Private Shuttle Services: Private shuttles are available for tailored transfers, ideal for seamless travel from nearby airports directly to your vacation rental here in the region.
Local Customs Options
- Local Seafood Celebrations: Here, you can experience the region’s deep-rooted tradition of celebrating fresh seafood with annual festivals and community events that highlight the area's maritime heritage.
- The area takes pride in its nautical customs, including maritime crafts and boat parades, reflecting a strong connection to its coastal history.
- Farmers’ Market Traditions: Visitors often partake in local farmers' markets where regional produce and handmade goods showcase the area's agricultural roots and support for local artisans.
- Historical Preservation Efforts: Respect for historical sites and architectural preservation is prominent here, with community-led initiatives maintaining the area's cultural legacy.
Jamesport Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Jamesport?
There are a lot of options in Jamesport. If you plan on staying in the Jamesport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jamesport:
- Stunning Beachfront Home ~ 5BR/3BA Family Friendly
- Lovely North Fork Beach Cottage (2 BR/2 bath)!
- Elegant and spacious North Fork home; near beaches, vineyards, farms and dining.
- Jamesport Cottage | Walk to Peconic Bay, Fire Pit
- North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk
- Wine Country Cozy Home Away in the Woods
- Charming Brand New Beach House
- Hamptons Waterfront Suite | Private Hot Tub | Winter Escape | Adults Only
- North Fork Family and Friends Getaway. Great Location
- Sunny Breezy Beach House With Huge Pool Overlooking Fields
2. How many vacation rentals have private pools in Jamesport?
There are 17 vacation rentals with private pools near Jamesport. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Jamesport are best for families?
If you are looking for a family-friendly vacation home in Jamesport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jamesport:
4. How many Rentbyowner vacation rentals are available in Jamesport?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 170 in the Jamesport 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 Jamesport.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so it's important to review the specific terms outlined in the booking details or contact the property owner directly for clarification.
6. How do I find the best vacation rental options in the region?
You can browse available listings here by filtering your search preferences, such as dates and amenities, and read through guest reviews to help identify the best options for your stay.
7. Are there any additional fees I should be aware of when booking a vacation rental?
Additional fees, such as cleaning charges or service fees, are specified in each listing. Be sure to review the total cost breakdown before completing your reservation.
8. What amenities are typically included in vacation rentals in this destination?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking, but specifics vary. Check each listing for detailed information on available features.
9. How can I contact the property owner if I have questions about my stay?
You can reach out directly through the messaging platform provided on the listing page to ask any questions or clarify details before finalizing your booking.
Jamesport Top Rated Vacation Rentals
House
10.0(26 Reviews)
3 Bedrooms
2 Baths
7 Guests
2000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $793/Night
7 Nights - US $5,548
House
10.0(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
1100 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,580/Night
7 Nights - US $11,061
House
10.0(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
2200 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $970/Night
7 Nights - US $6,789
House
10.0(10 Reviews)
4 Bedrooms
3 Baths
8 Guests
2600 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $797/Night
7 Nights - US $5,582
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $897/Night
7 Nights - US $6,281
House
9.2(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,406/Night
7 Nights - US $9,840
House
8.0(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
2400 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,581/Night
7 Nights - US $11,066
New
House
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $657/Night
7 Nights - US $4,598
