Eastham holiday homes

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Holiday rentals with weekly discounts – Eastham

Showing deals for:13 Nov - 20 Nov

Wonderful

(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off

NZ$1,354

for 7 nights, 1 cottage

NZ$193 per night

includes taxes & fees

Exceptional

(35 reviews)

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes

Brewster

7% off

NZ$8,389

for 7 nights, 1 home

NZ$1,198 per night

includes taxes & fees

Full view of backyard with in ground pool

Pool house: a quiet hideaway or remote office

Exceptional

(29 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off

NZ$9,709

for 7 nights, 1 home

NZ$1,387 per night

includes taxes & fees

Exceptional

(18 reviews)

Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

South Chatham

8% off

NZ$11,994

for 7 nights, 1 home

NZ$1,713 per night

includes taxes & fees

Exceptional

(68 reviews)

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Orleans

8% off

NZ$20,325

for 7 nights, 1 home

NZ$2,904 per night

includes taxes & fees

Game room with beautiful pool table and wet bar.

Exceptional

(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

7% off

NZ$15,442

for 7 nights, 1 home

NZ$2,206 per night

includes taxes & fees

Eat-in kitchen with oversized island is great for entertaining

Exceptional

(28 reviews)

Family friendly luxury home with heated pool and spa

Chatham

7% off

NZ$10,848

for 7 nights, 1 home

NZ$1,550 per night

includes taxes & fees

Living room with cathedral ceiling - open floor plan

Exceptional

(90 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

7% off

NZ$6,272

for 7 nights, 1 home

NZ$896 per night

includes taxes & fees

Fabulous family room, a magnet for family gatherings

Deeded access to nearby Mill Pond to launch your Kayak

Well equipped chef's kitchen w. stainless steel appliances

Exceptional

(119 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

26% off

NZ$8,673

for 7 nights, 1 home

NZ$1,239 per night

includes taxes & fees

Exceptional

(60 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off

NZ$13,811

for 7 nights, 1 home

NZ$1,973 per night

includes taxes & fees

Pine Room/Family room with queen pull out couch

Exceptional

(43 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

7% off

NZ$2,338

for 7 nights, 1 home

NZ$334 per night

includes taxes & fees

2000+ SF multi level patio, pool, pool house, outdoor kitchen, fire pit & more!

Exceptional

(43 reviews)

Chatham Loop/Stage Neck/5 Bed/6 Bath

Chatham

8% off

NZ$15,831

for 7 nights, 1 home

NZ$2,262 per night

includes taxes & fees

Master Bedroom - King Bed, TV, Bureau and ensuite bath

Kitchen, Dining area: Fridge, Stove, Dishwasher

Exceptional

(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

7% off

NZ$3,765

for 7 nights, 1 home

NZ$538 per night

includes taxes & fees

Exceptional

(50 reviews)

Cape Cod summer home on Slough Pond

Brewster

7% off

NZ$5,528

for 7 nights, 1 home

NZ$790 per night

includes taxes & fees

Exceptional

(50 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off

NZ$7,960

for 7 nights, 1 home

NZ$1,137 per night

includes taxes & fees

Exceptional

(10 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

7% off

NZ$5,057

for 7 nights, 1 home

NZ$722 per night

includes taxes & fees

Second floor front bedroom with view of Cape Cod Bay

Living room looking toward front / first floor front bedroom door

Exceptional

(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

6% off

NZ$5,989

for 7 nights, 1 home

NZ$856 per night

includes taxes & fees

Exceptional

(15 reviews)

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Chatham

11% off

NZ$5,453

for 7 nights, 1 home

NZ$779 per night

includes taxes & fees

TV viewing area with queen sleeper sofa in loft

Exceptional

(6 reviews)

Modern beach house, steps to private beach, perfect for groups!

Eastham

11% off

NZ$5,249

for 7 nights, 1 home

NZ$750 per night

includes taxes & fees

Propane fire-pit for cool nights. Evening view.

Large LR w/ wood burning fireplace, Samsung Frame TV &expansive picture window.

Exceptional

(28 reviews)

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

Brewster

7% off

NZ$7,808

for 7 nights, 1 home

NZ$1,115 per night

includes taxes & fees

Exceptional

(29 reviews)

Sun-filled, renovated house within minutes walk to private bay sides beach.

Eastham

7% off

NZ$5,676

for 7 nights, 1 home

NZ$811 per night

includes taxes & fees

Updated Kitchen for Summer 2020
Fully equipped

Living room has vaulted ceiling, skylight & ceiling fan. Central AC

Exceptional

(55 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

12% off

NZ$6,469

for 7 nights, 1 home

NZ$924 per night

includes taxes & fees

The Chatham downtown is filled with cute shops and restaurants.

Exceptional

(6 reviews)

Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham

North Chatham

8% off

NZ$6,377

for 7 nights, 1 home

NZ$911 per night

includes taxes & fees

Exceptional

(35 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

7% off

NZ$6,790

for 7 nights, 1 home

NZ$970 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find properties near top attractions in Eastham

A red and white lighthouse, a house, and a group of people standing by a fence.

1

Nauset Light Beach

A coastal landscape with a lighthouse, beach, and forested hills.

2

Nauset Lighthouse

A white lighthouse with a blue door and a smaller building with a blue door in a forested area.

3

The Three Sisters Lighthouses

A sunset over a wet beach with reflections of the sky.

4

First Encounter Beach

A calm lake with several small boats docked along the shore.

5

Salt Pond Visitor Center

A coastal landscape with a wide sandy beach, a small water body, and a clear blue sky with clouds.

6

Thumpertown Beach

A rocky shoreline with waves crashing against the rocks.

7

Stony Island

Find the best place to stay - Eastham

Image of Lovely Dog Friendly Beach Home Close to Everything.

Premier Host

Lovely Dog Friendly Beach Home Close to Everything.

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Cottage on Pond. August weeks now open! Midway between Ocean&Bay beaches

Premier Host

Cottage on Pond. August weeks now open! Midway between Ocean&Bay beaches

Sleeps 3 · 2 bedrooms · 1 bathroom

Image of Private beach on Cape Cod Bay, a true slice of heaven!

Private beach on Cape Cod Bay, a true slice of heaven!

Sleeps 8 · 4 bedrooms · 2 bathrooms

Image of Cape Cottage with 5 beds, large deck, and less than 10 minute walk to the beach!

Premier Host

Cape Cottage with 5 beds, large deck, and less than 10 minute walk to the beach!

Sleeps 5 · 3 bedrooms · 1 bathroom

Image of Enjoy this Hidden Hideaway walkable to Bay, close to Ocean!

Enjoy this Hidden Hideaway walkable to Bay, close to Ocean!

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Cute Cape Cottage with pond and pool

Cute Cape Cottage with pond and pool

Sleeps 5 · 2 bedrooms · 1 bathroom

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Enjoy full kitchens, laundry, pools, gardens and more
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