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House vacation rentals in Hampton Bays

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Top-rated house rentals in Hampton Bays

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Home in Hampton Bays

4.88 out of 5 average rating, 216 reviews

Nautical Cottage Near Beach, Wineries, Golf, Shops

Coastal themed home located in the center of The Hamptons, steps away from several beaches! Super Hosts! Great WiFi. Bright & comfortable space! Cowfish/Canoe Place Inn closeby! Near WINERIES, BEACHES, GOLF, WATERFRONT RESTAURANTS, & SHOPPING. 4 bdrm areas/ 2 full baths & outdoor shower. Spacious backyard w/ fire pit & large deck w/ string lights. Lot's to do each season for couples, friends, coworkers & families. Everything you need & want in a Hampton's home. Large screen TVs/Roku, Foosball.

Nov. 20 – 27

$832 CAD per night

Guest favourite

Home in Hampton Bays

4.91 out of 5 average rating, 103 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, catering venues, waterfront restaurants, wineries & golf. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, fireplace, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

Nov. 21 – 28

$911 CAD per night

Guest favourite

Home in Hampton Bays

4.99 out of 5 average rating, 75 reviews

Two Bedroom Beach Getaway

Welcome to this newly renovated two bedroom home less than two miles from Ponquogue Beach. Perfect getaway from the city for a reasonable price. a calm, stylish space on a quiet residential street close to the hamlet of Hampton Bays. 1/4 acre property with private fenced in yard, patio and fire pit. The house is best suited for families and friends looking for simple, low key relaxation. Please click on "Contact Host" if you have specific booking requests and I will look to accommodate.

May 19 – 24

$470 CAD per night

Guest favourite

Home in Hampton Bays

4.91 out of 5 average rating, 68 reviews

Private Home minutes from Beach and Nightlife

This Spacious traditional style home has an open entryway that flows into a light filled living room that leads to the gorgeous outdoor. The ground floor count with a large master suite , cathedral ceiling living room and fire place. Dinning room and a fully equipped kitchen also shared this level . Upstairs are two additional bedrooms and one bath , bright feel throughout. The house offer a varieties of outdoor spaces for different activities. Walking distance to the bay and ocean beaches!

Nov. 19 – 26

$803 CAD per night

Guest favourite

Home in Brookhaven

4.95 out of 5 average rating, 127 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Mar. 7 – 14

$256 CAD per night

Guest favourite

Home in East Hampton

4.97 out of 5 average rating, 120 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Oct. 15 – 22

$1,002 CAD per night

Guest favourite

Home in Sag Harbor

4.89 out of 5 average rating, 166 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence for pool area. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

Sep. 7 – 14

$1,634 CAD per night

Guest favourite

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Oct. 8 – 15

$796 CAD per night

Guest favourite

Home in Southampton

4.91 out of 5 average rating, 180 reviews

Peaceful Hamptons Cottage

Looking for a getaway? Nestled into one of the largest preserves in the Hamptons, this sunny newly renovated beachy cottage is the perfect retreat. The legendary Hamptons beaches, wineries, Southampton Village, and the world famous golf courses are less than a 10 minute drive away. There are many nearby essential shops, farm stands & restaurants. Set up for WFH with hi-speed wifi and a desk. Abuts a large nature preserve with hiking paths. Lots of deer will roam by your window!

Jul. 14 – 21

$904 CAD per night

Guest favourite

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Nov. 9 – 16

$1,316 CAD per night

Guest favourite

Home in Sag Harbor

4.97 out of 5 average rating, 260 reviews

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.

Jun. 23 – 30

$1,194 CAD per night

Guest favourite

Home in Southampton

4.96 out of 5 average rating, 130 reviews

Waterview, PoolOpenNow! DogsFree+Kayaks+PingPong

Beachy casual feel-good home easily located entrance The Hamptons. Lovely views of Bay, sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay! Our private pool is heatable and plant-surrounded. Bike less than a mile to Bay / Drive 4 miles to famous Cooper's Beach on the Atlantic!

Feb. 15 – 22

$557 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Hampton Bays house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

Mar. 19 – 26

$1,244 CAD per night

Guest favourite

Home in Southampton

4.88 out of 5 average rating, 193 reviews

Secluded Southampton Luxury Estate. 286

Oct. 25 – Nov. 1

$1,636 CAD per night

Guest favourite

Home in East Hampton

4.93 out of 5 average rating, 140 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Dec. 7 – 14

$1,069 CAD per night

Guest favourite

Home in Westhampton Beach

4.93 out of 5 average rating, 134 reviews

Hampton's Haven

Oct. 30 – Nov. 6

$1,120 CAD per night

Guest favourite

Home in Water Mill

4.91 out of 5 average rating, 110 reviews

Beach Barn w/ Sauna and Heated Pool - Dog Friendly

Nov. 29 – Dec. 6

$1,440 CAD per night

Guest favourite

Home in East Hampton

4.87 out of 5 average rating, 188 reviews

Heated Saltwater Pool, Walk to Beach, Dog Friendly

Jan. 5 – 12

$367 CAD per night

Guest favourite

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

Heated pool, games room, near beach, kid-friendly

Oct. 23 – 30

$1,013 CAD per night

Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

Nov. 14 – 21

$1,101 CAD per night

Weekly house rentals

Guest favourite

Home in Hampton Bays

4.96 out of 5 average rating, 23 reviews

Beautifully styled 3 bed/2bath Home- Well Priced

Jun. 6 – 13

$715 CAD per night

Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 19 reviews

Cozy home near Ponquogue Beach

Oct. 22 – 29

$696 CAD per night

Guest favourite

Home in Hampton Bays

4.94 out of 5 average rating, 84 reviews

Hamptons Getaway: Stunning 5BR House near Beach

Feb. 16 – 23

$979 CAD per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 34 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Feb. 10 – 17

$1,072 CAD per night

Guest favourite

Home in Hampton Bays

4.94 out of 5 average rating, 52 reviews

Beautiful Hampton’s Getaway

Dec. 22 – 29

$979 CAD per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 20 reviews

Modern Southampton home, heated pool, pickleball

Jan. 22 – 29

$1,148 CAD per night

Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 15 reviews

Seaside Serenity w/Pool and Huge Backyard

Feb. 17 – 24

$1,010 CAD per night

Guest favourite

Home in Hampton Bays

4.96 out of 5 average rating, 27 reviews

Luxury retreat w/ heated pool, steps to the Beach!

Mar. 19 – 26

$1,062 CAD per night

Private house rentals

Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 42 reviews

Family Fun House by the Bay #chateaustclair

May 8 – 15

$591 CAD per night

Guest favourite

Home in Hampton Bays

4.9 out of 5 average rating, 67 reviews

Perfect Hamptons Summer Rental with Pool

Mar. 15 – 22

$1,226 CAD per night

Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 34 reviews

Sophisticated and Sweet

Sep. 28 – Oct. 5

$793 CAD per night

Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 37 reviews

4 BR Hamptons Oasis w/ Private Pool & Beach Access

Nov. 26 – Dec. 3

$916 CAD per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 45 reviews

Perfect Family Escape with Heated Pool

May 11 – 18

$1,159 CAD per night

Home in East Hampton

4.96 out of 5 average rating, 25 reviews

East Hampton By the Bay - Clearwater Beach

May 15 – 22

$1,202 CAD per night

Guest favourite

Home in East Quogue

5.0 out of 5 average rating, 20 reviews

Hamptons Getaway Home, Sleeps 7

May 13 – 20

$403 CAD per night

Guest favourite

Home in Westhampton Beach

5.0 out of 5 average rating, 35 reviews

Brand new house with an all year round hot tub.

Apr. 14 – 21

$1,249 CAD per night

Quick stats about house rentals in Hampton Bays

Total rentals
440 properties
Rentals with a pool
280 properties have a pool
Pet-friendly rentals
140 properties allow pets
Family-friendly rentals
410 properties are a good fit for families
Total number of reviews
7K reviews
Nightly prices starting at
$55 CAD before taxes and fees

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