Home Vacation Home Rentals By Owner In Westerly, RI

Showing 60 Of 84 Vacation Rentals
Slider Thumb
Exceptional(112)

$1349.0

/ Nightly
Private Vacation Home

Amazing Ocean Front 2 Story Home, Steps Away From The Water

Westerly, Rhode Island, United States

The Beach House is a newly renovated property on the ever popular Misquamicut Beach. There is swimming, surfing, fishing, paddle boarding, and a miles of endless beach at your door step. This spectacular 2 story house with breathtaking views sits directly on Misquamicut Beach. In the summer time you are in all the action with a fun and busy beach. In the off season it is private, peaceful, and has stunning, sunrises and sunsets. brbrThe Beach House comfortably accommodates six people and has a sofabed that could accommodate 2 others. The house has a total of three bedrooms and four bathrooms. The 1000 sq ft second level open floor plan is ideal for entertaining as it extends onto a 20 ft upper deck overlooking the Atlantic Ocean. This living space includes state of the art appliances. A stove, dishwasher, Stainless steel double door over sized fridge, extra large wine cooler, and well stocked kitchen make you feel as if you were in your own home. There is even a massage chair.br brThe ocean level sports 3 bedrooms, and outdoor shower area. There are 2 master suites with remodeled baths. The 3 bedrooms each have private baths.. The middle master has a deep jacuzzi tub, television, separate stand up shower and bidet. To get to the front master bedroom you can walk through the middle master bedroom or access it through the 2 doors on the beach. brbr3 decks offer comfortable seating and tables on each. (Unless climate and weather do not permit) An interior spiral staircase allows access to the ocean and the upper level. Televisions on each level allow for easy entertaining, or time to yourself if you require it. Wrap around ocean front and ocean view windows on both levels will give you incredible, well deserved views from sunrise to sunset, and will create memories to last a lifetime.brbrPlease note there are many entrances in and out of the property. There are 2 sets of stairs leading up to the upper level. One set of stairs is a spiral staircase which is located inside and is not suitable for all people. The outside staircase is suitable for anyone who can go up and down stairs. brbrPlease look at the calendar for available dates before trying to book. My Calendar is up to date. I do not book more than 1 year in advance. We are following the CDC and WHO organization guidelines for cleanliness. Bed Linens and towels are provided.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(1)

$960.86

/ Nightly
Private Vacation Home

Charming 4-bedroom converted Barn in Weekapaug is great for a family vacation!

Westerly, Rhode Island, United States

We invite you to stay at our classic beach cottage, a converted Barn, where you can hear the sound of the waves and walk 10 minutes (half a mile) to the Fenway beach. The Barn is perfect for a family vacation, with a large front yard (including gas grill and table), for lounging, playing frisbee or running after toddlers, a separate walled off orchard (one apple tree) that is private and quiet, and a back yard with an outdoor shower . The house sits on 1.4 acres of land in Weekapaug, a wonderful summer community.brbrThe Barn has 4 bedrooms and 3 bathrooms, as well as an upstairs living area that has a futon couch and a full-sized bed. Each bedroom has an AC unit.brbrOn the first floor, there is a breakfast table near the large windows where you can watch the birds; a dining room, a living room (includes tv and wifi), a kitchen (microwave, dishwasher, and equipped with dishes, pots and pans and utensils), a utility room (with washer/dryer), and one master bedroom (queen bed, walk-in closet), another bedroom (full sized bed) and a full bathroom with a shower and tub.brbrOn the second floor, the Kids' room has four twin beds and an attached bathroom (tub, toilet, sink, no shower). The Maid's room (I don't think there has ever been a maid!) has one full-sized bed with an attached bathroom (tub, shower, and sin). The large living area space has a full-sized bed, a futon couch (can be extended to bed) with chairs and a coffee table for a kids' hangout space. brbrWeekapaug is outside of Westerly, RI, near the border with Connecticut, and close to Mystic, Stonington, Narragansett, and Point Judith. Renting the house includes access to two private beaches, the Fenway beach (enter on the trail side for easy access to the beach box with beach chairs) and the Inn beach, both beautiful beaches. br
Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(20)

$777.48

/ Nightly
Private Vacation Home

Misquamicut Beach House, Just 1 Mile From the Ocean!

Westerly, Rhode Island, United States

Our beach house is just a 15-20 minute walk (2min drive) from Misquamicut Beach in Westerly, RI. You can easily have some peace & quiet away from the beach crowds, but direct access to all of the action. The house is also a 10 minute drive from beautiful Watch Hill & historic Ocean House & just 15 minutes from Mystic, CT!brbrThe house can sleep up to 8 people. On the first floor, you will find a sitting room & a dining room just off the front entrance, family room just off the fully-equipped kitchen, casual eating area, half bath & laundry facilities.brbrThe outdoor area in the back can be accessed by a sliding door off of the casual eating area. There is lounge furniture, an outdoor eating area & above-ground pool. There are pool toys in the garage. The pool is open from Memorial Day Weekend through Labor Day.brbrThe second floor has 3 bedrooms, 2 full bathrooms & a sitting room off of the primary bedroom. The 3 bedrooms each have a king size bed. The sitting room off of the primary bedroom has a trundle bed with 2 twin mattresses & a toddler bed. There is a pack n' play in the primary walk-in closet.brbrThere is a beach cart, beach chairs, umbrella, body board, toys/shovels in the garage. Unfortunately, we do NOT offer a beach parking pass. Passes are tied to vehicles. A day pass is $12-$20, depending on the beach that you visit.brbrWe provide basic amenities such as linens, towels, shampoo, conditioner, soaps, and paper goods. The kitchen is fully equipped with plates, bowls, cups, mugs, silverware, cooking utensils, pots and pans. There are also cooking items such as spices, salt and pepper, etc. We also provide some cleaning items & laundry detergent.brbrWe are more than happy to accommodate long-term rentals at a discounted rate.br
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(7)

$889.2

/ Nightly
Private Vacation Home

Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!

Westerly, Rhode Island, United States

Rhode to Sonshine, Welcome to your perfect beach getaway, located in the desirable Misquamicut Fire District of Westerly, RI! This beautifully renovated 3-bedroom home offers private beach access (beach passes and parking pass included) to three pristine beaches, all just a quick 7–8 minute walk away.brbrTHE HOUSE:brInside, you’ll find a bright, coastal-inspired space with modern comforts, an open floor plan and plenty of room to relax. The home comfortably sleeps up to 6 adults or 4 adults and 4 children, with a king bedroom, a queen bedroom, and a third room featuring two sets of bunk beds – ideal for families.brbrThe inside of the house is equally as equipped with great amenities such as a fully stocked kitchen with all new appliances, glassware, utensils, etc. The house comes with all necessary bath towels and bedding/linens. The rear family room has a massive sectional couch and movable ottoman to accommodate the entire group along with a wall mounted 65 smart tv. A number of puzzles/games are located in the TV console as well. The front living/dining area has new banquette seating along with two cozy club chairs perfect for a morning cup of coffee! brbrTHE OUTDOOR:brEnjoy a fully fenced backyard oasis designed for making memories. Lounge under the sun or gather for meals around the outdoor dining table with seating for eight. As evening falls, light up the firepit and enjoy s’mores around four Adirondack chairs. For your beach days, we provide:br- New Weber BBQ grillbr- 4 adult folding beach chairsbr- 2 kid-size chairsbr- Sand toys, boogie boards, and floatsbr- A beach wagon for easy transportbrAll beach gear is conveniently stored in the backyard shed for easy access.brbrYou’ll also love the spacious outdoor shower with hot and cold water – perfect for rinsing off after the beach. Beach towels are included!brbrTHE NEIGHBORHOOD:brRight at the end of the block, you'll find Maria’s, The Andrea Seaside Restaurant, and the beloved Pizza Bus – where owner Jeffrey will even deliver your order via bike to the house!brYou're also just an 8-minute drive from downtown Watch Hill, where you can shop, dine, or enjoy sunset cocktails at Ocean House. brbrOTHER HIGHLIGHTS:brRotary Park - tennis courts and playground - 5 minute drivebrWatch Hill - 8 minute drivebrMystic Aquarium – 25 minute drivebrNarragansett – 35 minute drivebrNewport – 45 minute drivebrbrKID-FRIENDLY RETREAT:brWe strive to make our home as comfortable for the kids as much as the adults by providing many items for the little ones including kids serving ware, indoor and outdoor toys, books, board games, etc.brbrGUEST ACCESSbrGuests will be provided a door code on their arrival date. brbrOTHER THINGS TO NOTEbr*Please no parties, no pets and no smoking or fireworks. Thank you!br* Outdoor Surveillance cameras on property, used for security during non-rented periods as well as to monitor weather during storm periods. The motion activated flood light also provides proper lighting at night when coming and going from the property.brbrWe hope you find our sun filled, cozy beach house as enjoyable as our family does!
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$2529.38

/ Nightly
Private Vacation Home

Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel

Westerly, Rhode Island, United States

“Formerly part of the Ocean House Cottage Collection, The Schoolhouse is a rare standalone home (Fully remodeled and refurnished with Restoration Hardware Top of The Line Furnishings) located just steps from the resort on the ocean side of Westerly Road. Enjoy full privacy and space while being just a few steps to Ocean House dining, spa, and beach access — “Featured in Architectural Digest’s ‘15 Incredible Former Schoolhouses You Can Spend the Night In,’ this historic home is now exclusively available for the first time on VRBO.”brbrAlthough The School House is brand new to VRBO, guests can book with complete confidence. The property is owned and managed by a host with 17 years of experience renting luxury homes in Rhode Island, including 2 Arrow Wood Trail, a premier VRBO property with over 53 five-star reviews. The School House is a high-end home, newly made available on VRBO for the very first time, and this is the only reason reviews are not yet posted. The School House is a luxury Watch Hill home, with a proven five-star track record and a property that has already met the strict standards of the Ocean House Cottage Collection Program for many years. brbr Steps from Ocean Housebr • Private standalone cottagebr • Ocean-side locationbr • Boutique luxury staybrbrStep back in time while enjoying every modern comfort at The School House, a historic 1852 school lovingly transformed into a cozy oceanfront bungalow. Located directly beside the iconic Ocean House Hotel, this cottage offers the best of both worlds: the charm of Watch Hill history and the luxury of seaside living—with direct access to a residents’ beach, monitored by security. brbrRather than a small condo with limited space, enjoy the comfort of your own intimate coastal yard - a peaceful spot with ocean views, alfresco dining, evening cocktails and a picture-perfect backdrop of the Ocean House Hotel will make you feel right at home.brbrA Storied PastbrbrOnce a classroom for local children and later “Miss Stevenson’s Little Shop” for over 30 years, the cottage was ultimately re-imagined as a private residence. Its heritage lives on through soaring vaulted ceilings and original hand-hewn beams revealed during renovation—blending old-world craftsmanship with an airy, coastal design.brbrComfort & LayoutbrbrThe open-concept plan creates a light-filled space where the living room, kitchen, and dining area flow together beneath dramatic beams and ocean-view windows. French doors lead to a private porch overlooking views to the ocean, while a newly landscaped side yard offers a perfect spot for cocktails, grilling, or dining al fresco against a backdrop of ocean breezes.brbr2 Bedrooms, 2 Baths, Sleeps 5brbrPrimary suite with king bed and en-suite bathbrbrGuest room with two twin beds and full bathbrbrLiving area with pull-out sofa and fireplacebrbrAmenitiesbrbrAir conditioningbrbrFull kitchen with Bosch washer/dryerbrbrPrivate driveway parking for 2 vehicles (rare in Watch Hill)brbrPorch with ocean viewsbrbrLandscaped 40-foot side yard with dining areabrbrDirect access to neighborhood, security-patrolled beachbrbrThe ExperiencebrbrWhether you’re enjoying your morning coffee steps from the sand, savoring a glass of wine on the patio at sunset, or strolling next door for cocktails or dinner at the Ocean House, your stay feels like a private suite within a five-star resort—yet with the privacy and comfort of your own seaside cottage.brbrThe School House is sheer Watch Hill perfection—historic, charming, and just steps from your own private residents’ beach.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(19)

$8037.0

/ Nightly
Private Vacation Home

SPECTACULAR 5 BR/3BA HOME - WALK TO BEACH - WATCH HILL!

Westerly, Rhode Island, United States

The perfect getaway combining sophistication, comfort and charm. Spectacular 5 bedroom, 3 bath architecturally designed 3500sf home with 2 levels of incredible space and light. Located just a short walk to East Beach and minutes to Watch Hill Village, the Ocean House, shops & restaurants. In a lovely neighborhood nestled between the exclusive villages of Watch Hill and Weekapaug and bordering the Misquamicut Club golf course, this beautifully decorated home has it all. Hardwood floors & central air throughout. Available for Weekly & Monthly rental or minimum of 3 nights (off-season).brNo Pets/No Smoking Permittedbrbr1st Floor Level: Large fully equipped kitchen with Quartz counters and stainless steel appliances, dramatic Great Room with vaulted ceiling, gas fireplace and French doors to mahogany Deck. Dining area with pine farm table & chairs, Living area with built-in's, flat screen TV with Apple TV. 2 Guest Bedrooms (one with a Queen bed and one with twin beds) and a full bath on 1st floor.brbr2nd Floor Level: Ensuite Primary Bedroom with Queen bed, French doors and seasonal water views, Bath with glass tile, shiplap detail, walk in shower. 2nd Primary Bedroom with Queen bed, sitting area and French doors. Guest Bedroom with Queen bed. Shared Full Bath with walk-in shower. Vaulted ceiling Loft sitting area with desk provides privacy and space to read or work. Laundry area with full size washer & dryer.brbrProperty Description: French Doors lead to a large Mahogany deck and stone/Belgium block patio overlooking professionally landscaped perennial gardens and expansive, level backyard. Teak chairs, chaise lounges and Adirondack chairs and a side Deck with teak dining table/chairs provide many areas for relaxing and entertaining complete with a great outside shower/cabana. brbrIncluded: brLinens, Beach towelsbrGas GrillbrBackpack Beach ChairsbrUmbrellasbrMultiple Bicycles
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(63)

$571.14

/ Nightly
Private Vacation Home

We call it Ponder!

Westerly, Rhode Island, United States

Waterfront home with a spectacular view on a 1+ acre lot with a large, manicured lawn and a private foot dock to one of Rhode Island’s famous salt ponds. Ponder, as we fondly refer to it, has a wonderful enclosed porch overlooking Winnapaug Pond with expansive ocean views. brbrLocated within minutes of the Misquamicut and Watch Hill BEACHES (dunes pass to the Misquamicut State Beaches included with rental for all peak-season weeks), with easy access to Foxwoods and Mohegan Sun casinos, Mystic Seaport, Mystic Aquarium, and fantastic dining in Westerly, Watch Hill, Stonington, Mystic, and elsewhere. Just 35 minutes to Newport.br brThere is a public golf course, the Winnapaug Golf Club, located within walking distance, and multiple public tennis courts can be found in the area.brThe house has a large living room that opens to the enclosed porch and a combined kitchen/dining room that overlooks the pond.brFour bedrooms:br• Upstairs master bedroom with king and en suite bathroombr• Second upstairs bedroom with single bedbr• Downstairs room with two single beds br• Downstairs room with full sized bedbrTwo full baths, one with a shower and one with a bath/shower, and one half bath. brbrEasily accessible from the Westerly Amtrak station and T F Green Airport in Providence, and just a few minutes from the Westerly State Airport, which provides daily flights to Block Island.brbrbrKeywords: ocean view, well-equipped home, convenient to beaches and shopping, private dock
Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(68)

$1400.57

/ Nightly
Private Vacation Home

Summer Wind Beach House!

Westerly, Rhode Island, United States

Gather together for an amazing time with family and friends! Light and bright 3800 sf open floor plan. Central air, fireplace, 7 TV's and 4 1/2 baths. Incredible entertainment room with kitchen, 60 TV, pool table, video library, Direct TV, Netflix and board games. brThere is something for everyone to enjoy in the area. Multiple beaches 1.5 miles away that have free concerts, drive in movies and car shows. Try some water sports, bike riding, mini golf, go karts or batting cages. Rotary Park has 4 tennis courts, beach volley ball, basketball and playgrounds. Visit Watch Hill for a walk on Napa Tree Point. Kids can go for a ride on the historic Watch Hill Flying Horse Carousel then share some pizza and ice cream. Try some golf nearby, maybe a fishing charter, whale watching or a tour of the lighthouses. Visit the many farmers markets and wineries. Take a ride to Narragansett and see Judith Point Lighthouse then catch the ferry to Block Island for lunch and rent some scooters. Enjoy a day in Newport and eat, shop, visit the mansions or take a walk on the cliff walk. Foxwoods and Mohegan Sun Casinos are very close. Take in the beauty of Mystic Aquarium and Seaport or perhaps go to the incredible restaurants in Mystic as well as nearby Stonington. Nature enthusiasts Ninigret Park in Charlestown only miles away! A 227-acre park features a state-of-the-art playground, ball fields, ten-speed bike course, tennis and basketball courts, picnic areas and a freshwater swimming pond with public beach and hiking as well as the Frosty Drew Conservatory. Whatever activities you enjoy everything is close enough to have fun filled days and star filled nights to make great memories!brbrRates are for up to 14 people. Additional guests are $75 per person per night.
Bed 6

Bed

Bath 4

Bath

Sleep 17

Sleeps

Home Most popular vacation rentals in Westerly