
Goose Pond Rentals

- From $1880 per night (USD)
VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Chatham Home w/ Spacious Deck: 2 Mi to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $355 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Chatham Tails & Trails!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming three-bedroom home in quiet neighborhood! One floor living, this home offers a queen bed in each of the three ...
From $474 per night (USD)VRBO
- From $1211 per night (USD)
Expedia
Wonderful dog friendly rental with access path to a private beach deeded at White's Pond!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wonderful dog friendly rental for the whole family, with access path to a private beach deeded at White's Pond! Close to ...
From $1211 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Chatham EsCAPE: Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming 3-bedroom, 2-bathroom home is ideally situated between the tranquil Ridgevale Beach and the vibrant Chatha ...
From $466 per night (USD)VRBO
- From $414 per night (USD)
Expedia
Close to Beach Renovated Dog Friendly Cape Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
4 minutes from the beach and nestled on a spacious half acre set back more than 250 feet on a private road, this newly r ...
From $414 per night (USD)Expedia
- From $523 per night (USD)
VRBO
Charming Chatham Abode with Sunroom!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16686 - Chatham Life: Charming Chatham Abode with Sunroom! The Space: Embark on a journey into the quintessent ...
From $523 per night (USD)VRBO
- Click For Pricing
Expedia
Peaceful Patio near Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Great for two families and near Ridgevale Beach! This house is located in a quiet neighborhood on a cul-du-sac. A perf ...
Click For PricingExpedia
- From $984 per night (USD)
VRBO
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This newly designed charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedrooms in ...
From $984 per night (USD)VRBO
- From $523 per night (USD)
VRBO
Cozy Chatham Getaway- minutes to all things Cape Cod- New listing!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect beach getaway in beautiful Chatham! This charming four-bedroom, two-bathroom cottage is just 2 m ...
From $523 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Beautiful Chatham, Sun Sand & Surf. 8/10 mile to beaches ,pet friendly home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island view is a beautiful Chatham beach house Located in a quite cul- de- sac , think about the warm tranquil mornings ...
From $519 per night (USD)VRBO
- From $595 per night (USD)
Expedia
18 Bearberry Lane South Chatham - Rhododendron Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $595 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Wifi, AC, 4 bedrooms, 3 bathrooms, additional sleep space and bonus living room in the lower level
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
3 Bedroom - 3 Bath - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $536 per night (USD)VRBO
- From $650 per night (USD)
Expedia
“Mermaid’s Rest” Quiet South Chatham 2-Bedroom House, Close To Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
“Mermaid’s Rest” is a well kept 2 bedroom Chatham home just a short drive from popular Rigdevale, Cockle Cove, and Hardi ...
From $650 per night (USD)Expedia
- From $739 per night (USD)
VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $739 per night (USD)VRBO
- From $2467 per night (USD)
Expedia
Chatham Gem with Pool & High-End Style RPAM104
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
NEW FOR THE 2025 SEASON! Welcome to your perfect Cape Cod getaway in the heart of Chatham! This stunning 4-bedroom, 3.5- ...
From $2467 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Cozy Retreat in South Chatham (2374)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy single-family home located in beautiful South Chatham. This property features 3 comfortable bedrooms ...
From $440 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Nautical Comfort near Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern nautical-themed decor abounds in this newly renovated, freshly painted Cape located in West Chatham. On a quiet ...
From $602 per night (USD)Expedia
- From $473 per night (USD)
VRBO
Cozy cottage in delightful country side neighborhood!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this cozy three-bedroom, two-bath cottage nestled in a peaceful countryside neighborhood. With central air, hi ...
From $473 per night (USD)VRBO
- From $642 per night (USD)
Expedia
Elbow Inn: Private Retreat with Two Master Suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious Chatham beach house comfortably sleeps 8, making it the perfect retreat for families or friends. With 4 be ...
From $642 per night (USD)Expedia
- From $607 per night (USD)
VRBO
NEW LISTING! Northside Dennis 4BD--A/C, Close to Popular Dennis Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
NEW LISTING! Large 4 Bedroom, 3 Bath Northside Dennis home. A comfortable Cape escape offering spacious rooms and a conv ...
From $607 per night (USD)VRBO
- From $791 per night (USD)
VRBO
Soundside Sanctuary - Chatham Home Close to Forest Beach & The Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Soundside Sanctuary! Nestled in a quiet Chatham neighborhood, this peaceful retreat offers spacious, updated ...
From $791 per night (USD)VRBO
- Click For Pricing
VRBO
Family Tides Ridgevale Beach Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Short walk to Ridgevale Beach! This 3 bedroom house (king, 4 twins) and 2 full baths allows plenty of space for the enti ...
Click For PricingVRBO
- From $369 per night (USD)
VRBO
THREE BEDROOM--MINUTES TO GOOSE POND, PLEASANT BAY AND TOWN.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable home with quiet setting, just short drive to Downtown Chatham, Two Ponds and Beaches. * * * * See e ...
From $369 per night (USD)VRBO
- From $465 per night (USD)
VRBO
Coastal Comforts Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Create unforgettable memories with your loved ones at this peaceful and private retreat in West Chatham. This spacious t ...
From $465 per night (USD)VRBO
- From $418 per night (USD)
Expedia
41 Poolside: 041-CS Coastal Retreat in Chatham – Modern Comfort & New Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This property is professionally managed by Pretty Picky Properties. NEW Listing for 2025! Sleeps 6 Linens i ...
From $418 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Quintessential Cape Cod Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
My cottage is close to Harding's & Ridgevale beach, Chatham farmer market, convenience stores, restaurants and sandwich ...
From $349 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom house in Chatham. This wonderful riverfront property features a 7-person hot tub wi ...
From $575 per night (USD)Expedia
- From $995 per night (USD)
VRBO
Unique Private Chatham Getaway with Lap Pool & Deck Lounge (2403)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your perfect Chatham retreat—new to the rental market and truly one-of-a-kind. Built right into a hillside, t ...
From $995 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Chatham Vineyard View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this cozy three-bedroom, two-bath cottage nestled on a private cul-de-sac. A bright and sunny sunroom adds ter ...
From $488 per night (USD)Expedia
- From $820 per night (USD)
VRBO
Chatham Charm Awaits - Family-Friendly Cottage Near Beaches & Local Attractions
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to this delightful cottage nestled in picturesque Chatham—your perfect home base for Cape adventures! With 3 comf ...
From $820 per night (USD)VRBO
- Click For Pricing
Expedia
Bright, dog-friendly property located close to Jackknife Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This bright, dog-friendly rental features a fenced yard and is conveniently located near Jacknife Beach. The property in ...
Click For PricingExpedia
- From $361 per night (USD)
VRBO
Charming cape home near beach, town, bike path & shops | Central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Datcha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $361 per night (USD)VRBO
- From $1119 per night (USD)
Expedia
Charming 4-bedroom house with fresh water dock & shark-free swimming!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this enchanting house in Chatham. This phenomenal home has been completely renovated over the past few years ...
From $1119 per night (USD)Expedia