Best Vacation Homes in Sag Harbor
New
House
7 Bedrooms
7 Baths
10 Guests
Fireplace/Heating
Pet Friendly
Air Conditioner
Internet
US $4,654/Night
7 Nights - US $32,581
House
9.0(1 Review)
1 Bedroom
1 Bath
3 Guests
204.51 ft²
Private Beach
Oceanfront
Ocean View
Balcony/Terrace
US $270/Night
7 Nights - US $1,890
US $291/Night
7 Nights - US $2,039
Apartment
5 Bedrooms
6 Baths
12 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Air Conditioner
US $2,067/Night
7 Nights - US $14,472
Villa
5 Bedrooms
6 Baths
8 Guests
5005.22 ft²
Pool- Balcony/Terrace
View
Breakfast
US $5,693/Night
7 Nights - US $39,851
New
Apartment
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $419/Night
7 Nights - US $2,932
Apartment
10.0(90 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $606/Night
7 Nights - US $4,239
Apartment
10.0(60 Reviews)
2 Bedrooms
1 Bath
5 Guests
1342 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $421/Night
7 Nights - US $2,946
Sag Harbor Luxury Rentals
New
House
7 Bedrooms
6 Baths
12 Guests
Private Pool
Hot Tub- Fireplace/Heating
- Pool
Unlock the Best Price
House
10.0(2 Reviews)
9 Bedrooms
10 Baths
18 Guests
5000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $9,780/Night
7 Nights - US $68,462
New
House
7 Bedrooms
9 Baths
16 Guests
US $9,679/Night
7 Nights - US $67,751
House
10.0(2 Reviews)
7 Bedrooms
6 Baths
12 Guests
6000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $7,635/Night
7 Nights - US $53,443
House
6 Bedrooms
7 Baths
12 Guests
- Private Pool
Spa- Fireplace/Heating
- Pool
US $7,594/Night
7 Nights - US $53,160
House
10.0(1 Review)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $7,565/Night
7 Nights - US $52,956
House
7 Bedrooms
8 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $6,721/Night
7 Nights - US $47,045
House
6 Bedrooms
9 Baths
18 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $6,557/Night
7 Nights - US $45,897
Sag Harbor Pet Friendly Vacation Rentals
House
10.0(30 Reviews)
1 Bedroom
1 Bath
4 Guests
1500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $430/Night
7 Nights - US $3,012
House
1 Bedroom
1 Bath
12 Guests
3401.4 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
US $1,131/Night
7 Nights - US $7,917
House
10.0(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,237/Night
7 Nights - US $15,657
House
2 Bedrooms
2 Baths
4 Guests
2798.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $1,000/Night
7 Nights - US $7,000
House
10.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
Parking
US $1,436/Night
7 Nights - US $10,049
House
10.0(1 Review)
2 Bedrooms
2 Baths
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $370/Night
7 Nights - US $2,587
Cottage
9.8(82 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $366/Night
7 Nights - US $2,562
Apartment
9.8(72 Reviews)
1 Bedroom
1 Bath
4 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $390/Night
7 Nights - US $2,733
Sag Harbor Large Vacation Homes
House
10.0(102 Reviews)
7 Bedrooms
5 Baths
13 Guests
5000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,304/Night
7 Nights - US $30,126
US $3,853/Night
7 Nights - US $26,971
House
10.0(57 Reviews)
5 Bedrooms
4 Baths
10 Guests
1 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $3,088/Night
7 Nights - US $21,618
Villa
4 Bedrooms
3 Baths
8 Guests
3003.13 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,226/Night
7 Nights - US $15,580
House
10.0(55 Reviews)
5 Bedrooms
5 Baths
12 Guests
3800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,456/Night
7 Nights - US $17,195
House
10.0(38 Reviews)
5 Bedrooms
4 Baths
10 Guests
3040 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,272/Night
7 Nights - US $15,907
House
10.0(28 Reviews)
5 Bedrooms
6 Baths
10 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $3,314/Night
7 Nights - US $23,196
House
10.0(28 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,186/Night
7 Nights - US $8,301
Why Choose Rent By Owner for your Sag Harbor 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.
Popular Areas for Sag Harbor Vacation Rentals
Where are the best neighborhoods to stay in Sag Harbor?
When planning your stay in Sag Harbor, New York, exploring the different neighborhoods can enhance your vacation experience. Each area offers its own unique charm and ambiance, making it easy to find a location that matches your preferences. From tranquil seaside communities to vibrant town centers, you’ll discover a variety of options for your ideal getaway. Whether you seek a peaceful retreat or a lively neighborhood full of local character, Sag Harbor’s diverse neighborhoods provide the perfect backdrop for your memorable visit. Trust in dependable vacation rentals to find the perfect place to stay within this charming part of Long Island.
Bay Point
Located in the scenic region of Sag Harbor, Bay Point offers a peaceful retreat with easy access to waterfront views and quiet streets. This destination is ideal for those seeking a relaxing stay in the area while enjoying convenient proximity to local attractions.
View 573+ Rentals in Bay PointBest Times to Visit Sag Harbor
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience and ensure you enjoy the best of what this destination has to offer, whether you're seeking lively summer days or peaceful off-season tranquility.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak season, attracting visitors seeking warm weather and beach activities. You'll enjoy longer daylight hours and lively local events, making it an ideal time for a memorable getaway.
Average Temperature Daytime: around 78°F to 83°F - Nighttime: about 65°F to 70°F
Fall (September to November)
Early fall marks another peak period when the area's scenic beauty is at its finest with pleasant temperatures and fewer crowds. It’s perfect for exploring outdoor spaces and enjoying harvest-season festivities.
Average Temperature Daytime: approximately 70°F to 75°F - Nighttime: around 55°F to 60°F
Off-Season Highlights
Late Fall to Early Winter (December to February)
During these colder months, the region sees a slowdown in visitors. You can find more tranquility and better rates on vacation rentals as the area prepares for the holiday season without the bustling crowds.
Average Temperature Daytime: roughly 40°F to 50°F - Nighttime: about 30°F to 40°F
Spring (March to May)
In early spring, the area begins to awaken from winter lull, offering a quieter experience for those seeking relaxation before the busy summer months. It's a great time to enjoy the area's natural beauty with fewer visitors around.
Average Temperature Daytime: around 50°F to 60°F - Nighttime: about 40°F to 45°F
Weekly Weather Forecast for Sag Harbor
How to Book Your Sag Harbor 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 Sag Harbor
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 your outdoor dining experiences with a fully equipped barbecue grill area.
- Relax on spacious sun decks or patios that offer stunning views of the surrounding landscape.
- Take advantage of lush gardens and landscaped yards perfect for leisurely strolls or outdoor activities.
- Make the most of private swimming pools to cool off during warm summer days.
- Utilize outdoor entertaining spaces, ideal for hosting gatherings with family and friends.
- Explore nearby walking or biking trails directly accessible from the property.
- Spend evenings around a cozy fire pit, perfect for unwinding and enjoying the region’s serene ambiance.
Top Attractions Around Sag Harbor
What attractions are nearby?
Within this charming destination, you can enjoy a variety of outdoor activities and cultural experiences that highlight the natural beauty and rich history of the region surrounding Sag Harbor.
Family Activities
- Visit the Sag Harbor Marine Park: Spend a day exploring the scenic waterfront and enjoy family-friendly activities like picnicking, fishing, and relaxing by the water in this charming area.
- Discover the Sag Harbor Whaling Museum: Immerse your family in the area's rich maritime history through engaging exhibits and interactive displays that bring the region's past to life.
- Enjoy a day at Long Beach: Relax on the sandy shores of Long Beach, just a short drive away, where children can play and families can unwind with breathtaking views of the Atlantic Ocean.
- Explore the local shops and galleries: Stroll through the quaint streets of the region, discovering unique boutiques and art galleries perfect for family outings and souvenirs.
Adult Activities
- Visit the Sag Harbor Whaling Museum: Dive into the area's rich maritime history by exploring exhibits that highlight the region’s whaling legacy and its impact on local culture.
- Enjoy a day at Long Beach: Relax on the pristine sands or participate in water activities along this popular beach destination within reach of the town.
- Experience local art galleries and studios: Discover the vibrant arts scene in the area by browsing through galleries showcasing regional artists and unique craftsmanship.
- Explore the historic Sag Harbor Village: Stroll through charming streets lined with preserved 19th-century architecture, boutique shops, and waterfront cafes for a quintessential coastal experience.
Other Places to Stay in Sag Harbor, NY
Mashashimuet Park
Oakland Cemetery
Old Whaler's Church
Havens Beach
Sag Harbor Old Burying Ground
Sag Harbor Whaling and Historical Museum
Off the Rocker
BookHampton
Beach Bungalow
Bay Point
North Haven
Noyack
Sag Harbor Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region’s renowned culinary scene by trying local restaurants and fresh seafood to fully immerse yourself in the area's authentic flavors.
- Visit Nearby Beaches: Make time to relax at the nearby beaches, enjoying the tranquil waters and scenic views that define this coastal destination.
- Discover Charming Shops and Galleries: Wander through the local shops and art galleries to experience the creative spirit that makes here unique.
- Plan Outdoor Activities: Engage in outdoor pursuits like boating, fishing, or walking along scenic trails to maximize your time in the region’s scenic natural environment.
Transportation Options
- New York Water Taxi: You can enjoy scenic Harbor views and convenient transportation across the area’s waterways with this reliable water taxi service.
- Long Island Rail Road: The regional train system offers easy access to nearby cities, making it simple to explore beyond here while staying close to your vacation rental.
- Local Bus Services: Public buses provide affordable and straightforward routes around the region, helping you efficiently reach popular destinations from your stay.
- Rental Cars and Taxis: Renting a car or booking a taxi provides flexible transportation options to discover everything here has to offer at your own pace.
Local Customs Options
- Harbor Celebrations: Participating in local harbor celebrations allows you to experience the vibrant maritime culture that is central to Sag Harbor's identity.
- Seasonal Festivals: Attending seasonal festivals offers insight into the area's rich traditions and community spirit during your stay.
- Fishing Traditions: Engaging with longstanding fishing customs provides a glimpse into the region’s historic livelihood and local way of life.
- Dining Etiquette: Embracing the casual yet refined dining customs here reflects the area’s coastal culinary heritage and relaxed atmosphere.
Sag Harbor Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Sag Harbor?
There are a lot of options in Sag Harbor. If you plan on staying in the Sag Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sag Harbor:
- Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
- Historic Sag Harbor Village Gem
- Cove View Manor of Sag Harbor
- Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons
- Whaling Captain Pierson's Apartment TOO
- Designer home in a prime location - Close to wineries and Ocean Beaches
- Beautiful 5 BR, 5 BA home. Walk to town and beaches. HomeAway/VRBO Exclusive.
- Escape to Sag Harbor
- Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village/Restaurant/Museum
- Sag Harbor Village Gem
2. How many vacation rentals have private pools in Sag Harbor?
There are 235 vacation rentals with private pools near Sag Harbor. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sag Harbor are best for families?
If you are looking for a family-friendly vacation home in Sag Harbor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sag Harbor:
4. How many Rentbyowner vacation rentals are available in Sag Harbor?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 572 in the Sag Harbor 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 Sag Harbor.
5. What is the cancellation policy for vacation rentals in Sag Harbor, New York?
Cancellation policies vary by listing. You should review the specific cancellation terms on the property listing or contact the owner directly to understand the conditions and potential fees associated with canceling your reservation.
6. How do I ensure my booking in Sag Harbor is secure and reliable?
All bookings are processed through a trusted platform that verifies property owners and provides secure payment options. For added peace of mind, you can read reviews from previous guests and communicate with hosts before confirming your reservation.
7. Are there any specific check-in or check-out procedures I should be aware of?
Check-in and check-out details are included in each property listing. Some hosts may have unique procedures or timeframes, so it's best to confirm these details directly with the property owner before your arrival.
8. What amenities are typically available in vacation rentals in this destination?
Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and outdoor spaces. To find accommodations that meet your needs, review the amenities listed on each property page or contact the host for additional information.
9. How close are vacation rentals in Sag Harbor to local attractions and beaches?
Many properties are conveniently located near popular beaches and attractions in the area. Exact proximity details are provided in each listing, so you can choose accommodations that best suit your plans and interests.
Sag Harbor Top Rated Vacation Rentals
House
10.0(72 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,680/Night
7 Nights - US $11,759
House
10.0(60 Reviews)
4 Bedrooms
3 Baths
8 Guests
2200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,924/Night
7 Nights - US $13,465
House
10.0(55 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,133/Night
7 Nights - US $7,931
House
10.0(50 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,644/Night
7 Nights - US $18,510
House
10.0(34 Reviews)
4 Bedrooms
2 Baths
8 Guests
2500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,730/Night
7 Nights - US $12,111
House
10.0(25 Reviews)
5 Bedrooms
5 Baths
12 Guests
3000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $3,561/Night
7 Nights - US $24,926
House
10.0(21 Reviews)
6 Bedrooms
5 Baths
10 Guests
3800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,473/Night
7 Nights - US $10,312
House
10.0(19 Reviews)
3 Bedrooms
2 Baths
6 Guests
2059 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,439/Night
7 Nights - US $10,071
