Massachusetts Rentals
- From $588 per night (USD)
VRBO
Spacious Eastham Home w\/ Expansive Deck & Yard - Near Nauset Light Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Lighthouse Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $588 per night (USD)VRBO
- From $732 per night (USD)
Expedia
Serene Home on 3 Acres w\/ Wraparound Deck & Pool Table - Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Old Kings Hideout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $732 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Lovell's Pond Retreat - remodeled home with sunroom, steps to secluded pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Lovell's Pond Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $297 per night (USD)VRBO
- From $736 per night (USD)
Expedia
Striking Home with Scenic Marsh Views, Multiple Living Areas, Stroll to Bay
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Blackfish Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $736 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Beachside retreat with grill - near Main Street & 300 yards to Surf Drive shore
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Harbortown Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $402 per night (USD)VRBO
- From $679 per night (USD)
Expedia
Stylish coastal getaway with dual living areas - walk to Main Street, near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Chatham Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $679 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Waterfront gem with deck, bonus den & 2 kayaks - near dining & beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Long Pond Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $395 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Updated home with fenced yard & firepit - near Main Street & beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Bogey Bay Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $575 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Spacious home on Hinckleys Pond with game room, sunroom & quick access to trail
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Headwater Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $417 per night (USD)VRBO
- From $558 per night (USD)
Expedia
Remodeled beach haven with new gourmet kitchen – minutes to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Allen Harbor Hidewaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $558 per night (USD)Expedia
- From $545 per night (USD)
VRBO
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Exquisitely charming historic cottage located directly on the water. Have breakfast on your private deck as the sun ris ...
From $545 per night (USD)VRBO
- From $920 per night (USD)
Expedia
Single room, access to all household amenities, steps from commuter rail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Owner occupied, renovated 200 year old Victorian on a quiet street in the neighborhood of Hyde Park. Rent this spacious ...
From $920 per night (USD)Expedia
- From $246 per night (USD)
VRBO
New England Lake House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom Lakehouse on Long Pond, one of Massachusett's largest fully recreational Lakes. Access to 3 small be ...
From $246 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Modern home with deck & gas grill - walk to ocean & bay beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $413 per night (USD)Expedia
- From $824 per night (USD)
VRBO
Southside One Level - Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sleeps 6: 3 Bedrooms, 2 full baths with Central A/C. Short walk to beautiful South Middle Beach. A great vacation home, ...
From $824 per night (USD)VRBO
- From $482 per night (USD)
Expedia
Maushop - Perfect for your Vacation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Maushop is one of the special places in the world. This cottage has easy walking distance to the private beach, the Mar ...
From $482 per night (USD)Expedia
- Click For Pricing
VRBO
New Luxury Listing: 5,000 sq\/ft Secluded House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This expansive 5,000 sq/ft house is located on a private, secluded road in beautiful, luxurious Weston, MA. Take a nice ...
Click For PricingVRBO
- From $195 per night (USD)
Expedia
Ideal Assembly Row 1BR w\/ Gym, W\/D, near Assembly T stop, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Somerville furnished one bedroo ...
From $195 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Amazing Back Bay 1BR w\/ W\/D & Gym, near Copley T & Shops, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Boston with this comfortable one bedroom Blueground apartment. You’ll love comi ...
From $172 per night (USD)VRBO
- From $1472 per night (USD)
Expedia
Oceanfront w\/Private Stairs to Beach and Spectacular Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to this fabulous beachfront oasis! Enjoy a dream vacation just steps from the sand. This oceanfront home is abso ...
From $1472 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Serene East Cambridge 2BR w\/ Gym & W\/D, near Lechmere T, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Cambridge with this stylish two bedroom Blueground apartment. You’ll love comin ...
From $220 per night (USD)VRBO
- From $584 per night (USD)
Expedia
Two next-door bungalows with fast WiFi, enclosed yard, & walkable locale
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Salty Kisses Main Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $584 per night (USD)Expedia
- Click For Pricing
VRBO
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Salty Kisses Unit 22 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingVRBO
- From $356 per night (USD)
Expedia
Sunny Updated Chatham Village 2 Bedroom Condo W\/ Large Private Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fantastic location! Thoughtfully updated with all new furnishings! Beautiful light filled 2 bedroom, 2 bath second floo ...
From $356 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Walk to Beach Dog Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 18815 - Eternal Spring: Walk to Beach Dog Welcome! The Space: Whether you are planning a romantic getaway or a ...
From $377 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Secluded Mountaintop Retreat in the Heart of the Berkshires
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This secluded 6 acre property is just a 3 minute drive to the village of West Stockbridge. The house is set back from th ...
From $349 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Beautiful, cozy ranch home w\/ a deck - walking distance to Downtown Chatham
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
B By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $335 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Immaculate three bedroom home in West Harwich!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Half mile to Earle Rd and Grey Neck Beaches in West Harwich! The renovated three-bedroom home is located on a quiet Cul ...
From $444 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Ferry Harbor Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $295 per night (USD)VRBO
- From $522 per night (USD)
Expedia
Dog-friendly Lewis Pond retreat with firepit - five minutes to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cape Crowes Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $522 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Historic Whitman house with alfresco dining deck - walk to beach and eateries
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Great Hollow Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $196 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Half-Acre Haven home with central AC, grill, dining patio, and lush lawn
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Half-Acre Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $477 per night (USD)Expedia
- From $828 per night (USD)
VRBO
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Oak Leaf Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $828 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Sleek, modern home with central AC & grill - steps to private beach & near trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summer Cape Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $296 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Serene Gem with Heated Pool, Fireplace, Deck, Patio, Firepit, Ping-Pong, & WiFi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
Capeside Harbor Retreat - East Falmouth, MA (Heated pool till mid-October) Our calendar is updated in real-time & our n ...
From $546 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Historic District Hideaway with Home Office | Walk to Commercial St & Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cape Point Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $309 per night (USD)Expedia
- Click For Pricing
VRBO
Peaceful half-acre home near ocean, dining & shops and a fire pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Wellfleet Harbor Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
Click For PricingVRBO
- From $357 per night (USD)
Expedia
Modern getaway with central AC, home office, patio, WiFi, grill, & private yard
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Modern Beach House & Town Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $357 per night (USD)Expedia
- From $894 per night (USD)
VRBO
Inviting duplex with central AC, grill, firepit, & walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A Stay on the Cape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $894 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Pristine cottage with charming screened porch & balcony - steps to the Boatslip
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Long Pier Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $307 per night (USD)Expedia
- From $443 per night (USD)
VRBO
Spacious getaway near beach with private seasonal pool, hot tub, & 2 offices
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
West Barnstable Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $443 per night (USD)VRBO
- From $816 per night (USD)
Expedia
Space for everyone. Comfortable and relaxing with a guest house
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Two houses for the price of one! Main house has been redone top to bottom. New furniture, new hvac, new everything! Cap ...
From $816 per night (USD)Expedia
- From $544 per night (USD)
VRBO
Updated Waterfront Gem on Saltwater Town Cove w\/ Private Dock & Sunrise Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Island Bay Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $544 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Charming forest retreat by the beach with grill, deck, & sprawling yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Island Forest Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $491 per night (USD)Expedia
- Click For Pricing
VRBO
Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Classic Oak Bluffs Beach Home- Excellent Harbor Views- Near Shops & Dining Our calendar is updated in real-time & our n ...
Click For PricingVRBO
- From $473 per night (USD)
Expedia
Chic spacious home – dog-friendly, 0.5 miles to Commercial Street
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Private and Modern Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $473 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $384 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Well-Appointed Cape Getaway: Deck w\/ Grill - Near Dining, Beach, Ponds & Golf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Olde Homestead Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $599 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Cape Charmer | Walk to Market, Golf & Eateries | New Kitchen & Big Backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Collingwood Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $240 per night (USD)VRBO
- From $641 per night (USD)
Expedia
Harbor-view home with seasonal hot tub, kayaks & fireplace - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Pocasset Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $641 per night (USD)Expedia
- Click For Pricing
VRBO
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Katama Woods Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingVRBO
- From $362 per night (USD)
Expedia
3 Bedroom 1.5 Bath home minutes from Boston!! Beautifully decorated and cozy.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to Boston and Logan Airport. Easily accessible to all major highways, fully furnished, cable and smart tv, wirele ...
From $362 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Point Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)VRBO
- Click For Pricing
Expedia
Stylish dog-friendly home near beaches & Fells Pond with huge deck & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Great Neck Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $362 per night (USD)
VRBO
Updated Retreat w\/ Lots of Perks: Big Yard, Canoe, Bikes Stroll to Long Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Ocean Bird Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $362 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lilly Pond Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $347 per night (USD)Expedia
- Click For Pricing
VRBO
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Salty Kisses Unit 20 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingVRBO
- From $782 per night (USD)
Expedia
Spacious New-Build w\/ Gourmet Kitchen & Large Yard - Near Beach & Ferry
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Modern Vineyard Haven Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $782 per night (USD)Expedia
- From $479 per night (USD)
VRBO
Coastal home w\/ central AC & fenced yard - five-minute walk to Earle Road Beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Harborview Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $479 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Renovated Waterfront Retreat | Inspiring Views | Walk to Beach, Dining, Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Long Point Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $236 per night (USD)Expedia
- From $664 per night (USD)
VRBO
Sophisticated home with lovely guest house - walk to beach & restaurants
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Ava’s Sandbox Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $664 per night (USD)VRBO
- From $1840 per night (USD)
Expedia
Oak Bluffs Bliss | Beautiful Getaway | Home Theater
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Oak Bluffs Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1840 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Spacious Dennis Home with Large Deck & Backyard - Walk to Corporation Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Osprey View Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $553 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Lakefront cottage with WiFi, partial AC, private pier, patio, & deck - 2 dogs ok
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mashpee Heaven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $571 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Spacious home on golf course with 4 outdoor spaces overlooking the Sound
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
South Cape Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $237 per night (USD)VRBO
- Click For Pricing
Expedia
Charming home on half-acre - near Red River Beach & Cape Cod Rail Trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Red River Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $389 per night (USD)
VRBO
Modern home in a great location with large yard & private patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $389 per night (USD)VRBO
- Click For Pricing
Expedia
🐚The Bay Cottage on Thumpertown Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Experience the perfect coastal retreat just 176 yards from the bay in this charming 1940’s cottage. Immerse yourself in ...
Click For PricingExpedia
- Click For Pricing
VRBO
🌊The Ocean Cottage on Thumpertown Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Experience the perfect coastal retreat just 176 yards from the bay in this charming 1940’s cottage. Immerse yourself in ...
Click For PricingVRBO
- From $528 per night (USD)
Expedia
🐬The Twisted Porpoise on Ministers Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Centrally located in Eastham on Minister’s Pond, the Twisted Porpoise is within walking distance to Arnold’s, mini-golf, ...
From $528 per night (USD)Expedia
- From $502 per night (USD)
VRBO
Pond House~Waterfront Oasis W\/Jacuzzi Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the beauty of fall at our waterfront home overlooking Minister’s Pond. As the leaves turn vibrant shades, rel ...
From $502 per night (USD)VRBO
- From $823 per night (USD)
Expedia
Coastal condo with pool, tennis courts & home comforts - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 39G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $823 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Dog-friendly first-floor seaside cottage with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 15D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $559 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Cute condo with pool & tennis - close to golf & the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $307 per night (USD)Expedia
- From $591 per night (USD)
VRBO
Charming suite with pool & tennis courts - 1\/2 mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 30G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $591 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
This 3-bedroom, 2 1/2 bathroom family home is spacious and accommodating for those looking to relax while away from the ...
From $296 per night (USD)Expedia
- From $590 per night (USD)
VRBO
Dog-friendly townhouse with pool & tennis - easy walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 42G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $590 per night (USD)VRBO
- From $547 per night (USD)
Expedia
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $547 per night (USD)Expedia
- From $584 per night (USD)
VRBO
Deluxe townhouse with pool & tennis courts - half-mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Island Inn - 44G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $584 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Sunny coastal retreat with pool & tennis - 1\/2 mile to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 49G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $560 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Cozy seaside escape with on-site tennis, pool & prime location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 16D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $559 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Stylish townhouse 1\/2 mile from the beach with tennis courts & pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 46G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $595 per night (USD)Expedia
- From $729 per night (USD)
VRBO
Dog-friendly suite with pool & tennis - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Inn - 31G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $729 per night (USD)VRBO
- From $727 per night (USD)
Expedia
Coastal getaway 1\/2 mile from beach with pool & tennis courts - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 32G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $727 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Lovely retreat 1\/2 mile from the beach with pool & 3 tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 34G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $706 per night (USD)VRBO
- From $634 per night (USD)
Expedia
Lovely condo suite, close to golfing & the beach with pool & home comforts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 37G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $634 per night (USD)Expedia
- From $449 per night (USD)
VRBO
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 33G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $449 per night (USD)VRBO
- From $773 per night (USD)
Expedia
Charming condo with pool & resort amenities - close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 38G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $773 per night (USD)Expedia
- From $628 per night (USD)
VRBO
Cozy townhouse with pool, tennis & great location close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 43G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $628 per night (USD)VRBO
- From $678 per night (USD)
Expedia
Dog-friendly condo suite with pool, tennis & picnic area - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 29G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $678 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Brewster 3 Bedroom getaway with plenty of green space!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our beautiful 3 bedroom, 1 bath vacation house with a sunroom, deck, and all the amenities you need for a com ...
From $221 per night (USD)VRBO
- From $632 per night (USD)
Expedia
2-Story Home on Forested Property w\/ Screened Porch & Private Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Thumpertown Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $632 per night (USD)Expedia
- From $601 per night (USD)
VRBO
Island bliss located near shops and eateries-several island beaches also nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $601 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Quintessential waterfront cottage with screened porch - steps to Waquoit Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waquoit Bay Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $524 per night (USD)Expedia
- From $2156 per night (USD)
VRBO
Elegant estate with large deck and lush yard - walk to beach on Nantucket Sound
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Mi Casa Su Casa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $2156 per night (USD)VRBO
- From $596 per night (USD)
Expedia
Oceanview Buzzards Bay getaway w\/ wraparound deck - steps to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Oceanview Buzzards Bay Getaway w/ Wraparound Deck- Steps to Beach Our calendar is updated in real-time & our nightly ra ...
From $596 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Seabreeze Village Retreat by Pond | Walk to Sound & Trotting Park Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Trotting Park Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $444 per night (USD)VRBO
- From $630 per night (USD)
Expedia
Elegant home with backyard pool & firepit - near beaches, shopping, & golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Moon in Sandwich Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $630 per night (USD)Expedia
- From $506 per night (USD)
VRBO
Steps to Shops, Eateries & Rail Trail Updated Wellfleet Retreat near Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hatches Creek Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $506 per night (USD)VRBO
- From $429 per night (USD)
Expedia
Spacious duplex with large outdoor deck - just minutes to Sea Street Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Dennis Port Classic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $429 per night (USD)Expedia