
House vacation rentals in Sag Harbor
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Top-rated house rentals in Sag Harbor
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Serene with large pool ~ 1 block to water + dining
Serene, chic, Hamptons oasis! Enjoy your private home on a quiet street just steps to the water and minutes to Main St. Relax at one of the serene spots on the property, swim in the pool, enjoy the BBQ + firepit! You may spot a deer on the property. Cook in the fully stocked Chef's kitchen and stream on your 80' TV! Walk 1 block to waterfront dining + cafe. Enjoy coffee on the sea, dinner/cocktails watching the sunset over the marina. You'll be 8 mins. to Main St, restaurants and beaches!

Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Walk to Village Sag Harbor Victorian
Charming 2 bedroom 2 bathroom house in the historic Village of Sag Harbor with view of pond and park. Walking distance (not driving) to the quaint village with restaurants, shops, long wharf, gym, yoga. Living room with fireplace, dining room, kitchen and office. Upstairs loft ensuite bedroom and bathroom. Downstairs bedroom and full bath with tub and shower. Flower filled back deck with BBQ. Wireless internet, 2 TV's, air conditioner units, washer dryer. Minutes to ocean and bay beaches.

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)
Relax with friends / family at this home in a magical setting overlooking Lily pond Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with twin sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to the action

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

HeatedPool, Walk2Beach, Yard4Pup, GasBBQ, Spotless
Meticulous easy home.Tranquil family neighborhood in historic artist's beach community.Lush private yard! Heated saltwater pool.Wood burning fireplace.Private fenced-in backyard.Half mile to private bay beach. Bike great trails & savor delicious meals prepared in fully equipped kitchen.Enjoy Clearwater Beach's renowned sunset.We welcome all respectful guests.East Hampton's best restaurants are nearby.Smoke free.Small dogs permitted.Cell reception booster! Ask about EVcharger.RentalR-25-705

East Hampton Oasis - Pool and Hot Tub
Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through October 5. The hot tub remains open year round.

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

The Cooper-Burke House
Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

Sag Harbor Village Gem
Sag Harbor Village Gem. 3 br, 2.5 ba., Enclosed Porch, Great Room with Fireplace, Charming Patio and Yard, Grill, Garage. Nicely landscaped property. House is immaculate. Spacious Master Bedroom with high ceiling. All bedrooms have beautiful dressers and TVs. Washer / Dryer. 10 minute drive to Ocean Beaches and 1 to 2 minute drive to Harbor Beach. 8 to 10 minute stroll to heart of Sag Harbor Village Main St.

Sag Harbor Cottage, Walk to the Beach!
Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Sag Harbor Village Waterfront Cottage
Relax with the whole family at this peaceful place to stay. This waterfront Sag Harbor cottage is on a quiet street but walking distance to downtown. It's filled with beach life charm and offers the best sunsets in town sitting on the screened in porch, or on the dock benches. Enjoy paddle boarding, the big outdoor shower, expansive yard and private beach.
Popular amenities for Sag Harbor house rentals
House rentals with a pool

Splendid private cottage

Private & Pristine with Pool and Kid’s Playard

East Hampton Rental w/ Pool, Moments to Amenities

Brand new house with an all year round hot tub.

Sunny, walk to beach, large pool

1800 Historical EH Home, 1 Mile to Town!

Secluded Farmhouse - Studio Apartment Style Unit

Explore the Water & Woods at a Relaxing Retreat
Weekly house rentals

4 Bedroom Sag Harbor Home w/ Pool & Tennis Access

Luxe Beach Cottage-Steps to Water-USGolf-Firepit

Classic Hamptons Cottage - Heart of Amagansett

Luxury Southampton Home/outdoor Sauna/hottub

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Beautiful Cozy Home in East Hampton

Luxury Beach House | Pool & Hot Tub | Sag Harbor

Relaxing Spacious House. *pets welcomed*
Private house rentals

Stunning Southampton Star

East hampton 3 bedroom home w/ pool great location

4BR Heart of the Hamptons w/pool

6BR/8BA: pool, tennis, hot tub, pool house

Perfect Beach Home in Sag Harbor

Southampton Stunner: Pool, Beach & more!

Brand New Sun Filled Home

Quintessential Hamptons Home
When is the best time to visit Sag Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$156,963 GYD | G$148,382 GYD | G$160,939 GYD | G$121,594 GYD | G$183,123 GYD | G$216,608 GYD | G$246,536 GYD | G$273,743 GYD | G$201,122 GYD | G$140,220 GYD | G$145,452 GYD | G$162,613 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about house rentals in Sag Harbor

Total vacation rentals
Explore 190 vacation rentals in Sag Harbor

Nightly prices starting at
Sag Harbor vacation rentals start at G$20,928 GYD per night before taxes and fees

Verified guest reviews
Over 4,250 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
190 of Sag Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sag Harbor rentals

4.9 Average rating
Sag Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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