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Mansion vacation rentals in The Hamptons

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Top-rated mansion rentals in The Hamptons

Guests agree: these mansions are highly rated for location, cleanliness, and more.

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Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

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

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

Nov. 15 – 22

$1,095 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

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (open 04/19 - additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool, shoot hoops, or take a 15 minute walk to the private (and empty) bay beach where you can use my paddle board. Or drive to the famous Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg 22-1590 Local taxes included

Oct. 23 – 30

$1,007 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!

Jan. 29 – Feb. 5

$736 CAD per night

Guest favourite

Home in Mastic Beach

4.93 out of 5 average rating, 107 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Jan. 15 – 22

$1,600 CAD per night

Guest favourite

Home in Manorville

4.99 out of 5 average rating, 200 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Oct. 11 – 18

$886 CAD per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 34 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

Feb. 10 – 17

$1,066 CAD per night

Guest favourite

Home in Amagansett

4.98 out of 5 average rating, 54 reviews

Bright Amagansett getaway w/ private pool & tennis

Classic shingled retreat. Spacious updated 4 bed/4 bath home on private 2 acres backing up to 200 acre preserve. Large heated pool with sprawling deck, gas grill, tennis court and basketball with lots of sun. Open layout with high ceilings, fully equipped eat-in kitchen finished basement/rec room with Peloton, ping pong & numerous workspaces. Smart-home with high-speed mesh WiFi. Minutes from ocean beaches, farm stands and the historic villages of the Hamptons.

Sep. 18 – 25

$1,096 CAD per night

Guest favourite

Home in East Hampton

4.96 out of 5 average rating, 55 reviews

East Hampton Family Vacation Home

East Hampton Family Vacation Home! Located on a private street in the quiet East Hampton Springs Neighborhood. 4 Bedrooms / 4 Baths, sleeps 6 adults / 5 children. Heated saltwater pool with large surrounding patio with new pool cabana is perfect for indoor/outdoor entertaining. Gourmet kitchen, screened porch, 65 inch TV , Weber grill, bikes, fire pit, hammocks . Notes: utilities included, pool heater usage is at renters expense, $300/wk cleaning fee.

Jan. 23 – 30

$888 CAD per night

Guest favourite

Home in East Hampton

4.93 out of 5 average rating, 14 reviews

Cozy Beach Oasis in East Hampton + Pool

Relax with the whole family at this peaceful place to stay. This gorgeous house is located in a quiet neighborhood perfect for a relaxing getaway. Situated on a corner half acre lot in the heart of East Hampton Springs is this luxurious 4 bedroom 3 bath home with a friendly backyard and a pool (pool heater available upon request). This home is perfectly located in a family-friendly neighborhood just minutes away from the best beaches of East Hampton.

Sep. 22 – 29

$1,488 CAD per night

Guest favourite

Home in Westhampton Beach

4.93 out of 5 average rating, 134 reviews

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

Oct. 30 – Nov. 6

$1,114 CAD per night

Guest favourite

Home in East Hampton

4.94 out of 5 average rating, 87 reviews

Marvelous 4 Bed East Hampton home w Heated Pool

Beautiful, designer home with new appliances located just a few short minutes to ocean beaches, Wolffer Vineyard, East hampton /Sag Harbor villages. The home has mature landscaping and pristine. Every attention to detail has been met. Please read my disclosures & house manual before you request in order to be on the same page. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Jun. 4 – 11

$1,110 CAD per night

Guest favourite

Home in Sag Harbor

4.98 out of 5 average rating, 88 reviews

Perfection in Sag Harbor 5 Br 1 block from water

This charming 5-bedroom designer’s home in Sag Harbor is a few minutes from the village. It sleeps up to 14. Enjoy this lovely Hamptons house where the Brooklinen sheets and Malin & Goetz will pamper and delight, or grab lunch at the local farmers market in our bikes or walk to Memorial Foster Beach and use one of our paddleboards. We are close to all the best beaches in the Hamptons and a few minutes to Sag Harbor village.

Mar. 25 – Apr. 1

$972 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes, inviting architecture

Cottages

Quaint homes, peaceful surroundings

Popular amenities for The Hamptons mansion rentals

Free parking on premises

Air conditioning

Luxury mansion rentals

Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

Jan. 22 – 29

$1,237 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 11 reviews

Designer East Hampton with Bay Views + Pool

Feb. 16 – 23

$1,555 CAD per night

Home in East Hampton

5.0 out of 5 average rating, 5 reviews

Waterfront Oasis + Pool/Spa & Private Beach

Jan. 10 – 17

$1,567 CAD per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 21 reviews

Modern Southampton home, heated pool, pickleball

Nov. 10 – 17

$1,266 CAD per night

Home in East Hampton

4.96 out of 5 average rating, 25 reviews

Bright Modern Home With Stunning Yard & Pool

Jan. 13 – 20

$1,028 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 8 reviews

Chic & Sun-Filled Modern Oasis, Heated Pool & Spa

Apr. 17 – 24

$1,562 CAD per night

Guest favourite

Home in Sag Harbor

4.96 out of 5 average rating, 24 reviews

The Hamptons Casita: Modern Elegance with Pool

Jun. 3 – 10

$1,390 CAD per night

Guest favourite

Home in Sag Harbor

5.0 out of 5 average rating, 7 reviews

Sag Harbor Dream Home: Heated Pool

Dec. 23 – 30

$1,208 CAD per night

Pet-friendly mansion rentals

Home in East Hampton

4.89 out of 5 average rating, 100 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Dec. 9 – 16

$853 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

Nov. 20 – 27

$799 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. 20 – 27

$1,062 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 10 reviews

Enjoy our escape from the city w/ 4 beds & pool!

Nov. 8 – 15

$1,506 CAD per night

Guest favourite

Home in Hampton Bays

4.97 out of 5 average rating, 30 reviews

Coastal Retreat With Heated Pool & 5 min To Beach!

Sep. 11 – 18

$1,588 CAD per night

Guest favourite

Home in Hampton Bays

5.0 out of 5 average rating, 37 reviews

Charming 5BR Hamptons House - 5 Mins to the Beach

Sep. 11 – 18

$1,491 CAD per night

Guest favourite

Home in Shinnecock Hills

4.96 out of 5 average rating, 69 reviews

Hampton Waterview Gorgeous Yard w/Pool /Pizza Oven

Sep. 8 – 15

$1,103 CAD per night

Guest favourite

Home in Southampton

4.96 out of 5 average rating, 50 reviews

Renovated Southampton Shores pool, tennis, beach

Dec. 11 – 18

$1,320 CAD per night

Mansion rentals with a pool

Guest favourite

Home in East Hampton

4.9 out of 5 average rating, 29 reviews

Newly Renovated Hamptons Home with Heated Pool

May 1 – 8

$1,050 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.

Dec. 22 – 29

$1,242 CAD per night

Home in East Hampton

4.97 out of 5 average rating, 69 reviews

Stylish Artist's Home in EH 4B, Pool, Paradise

Sep. 28 – Oct. 5

$1,579 CAD per night

Guest favourite

Home in Westhampton Beach

4.94 out of 5 average rating, 62 reviews

Hampton Oasis with pool and lush landscape

Feb. 25 – Mar. 4

$1,266 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 7 reviews

Secluded Oasis Heated salt Pool 5 min ride beach

Oct. 10 – 17

$1,192 CAD per night

Home in Sag Harbor

4.89 out of 5 average rating, 71 reviews

Stylish house in serene setting with pool

May 14 – 21

$994 CAD per night

Guest favourite

Vacation home in Quogue

5.0 out of 5 average rating, 22 reviews

The Hideout, Westhampton Beach Coastal Getaway

Feb. 18 – 25

$1,036 CAD per night

Guest favourite

Home in Sag Harbor

4.91 out of 5 average rating, 33 reviews

Sag Harbor Amazing Beach house Awaits!

Dec. 10 – 17

$940 CAD per night

Destinations to explore