House vacation rentals in Wellesley

4.98 out of 5 average rating, 138 reviews

The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.

Home in Holliston

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

FamilyValueAir conditioning

A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.

4.98 out of 5 average rating, 135 reviews

Cozy en suite w/ high ceilings

Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood

LocationValueGetting around

A spacious living room features a large flat-screen TV mounted on the wall, set against light-colored walls. A glass-top coffee table sits on a decorative rug, and a white leather sofa is positioned nearby. Soft natural light enters through large windows, enhancing the inviting atmosphere.

4.78 out of 5 average rating, 102 reviews

Newly Renovated 3 Bed 2 Bath Easy Access Boston

Welcome to our newly renovated beautiful home in Greater Boston Designed for comfort and convenience, this home is perfect for families, business travelers and groups looking for a retreat ✔Sleeps 8 : 3 Queens + 2 Sofa beds (correct # of people & pets are enforced） ✔5m Stop & Shop + LifeTime Fitness ✔15m Wellesley College ✔25m --> Downtown ✔10 m--> Remote Logan Terminal ✔27 m--> BOS Airport ✔New appliances + smart TV, bluetooth speaker ✔Private patio ✔Garden ✔Driveway parking ✔Pet friendly

ValueFamilyCondition

A welcoming living area features a gray sofa and a green couch, complemented by a patterned area rug. A television sits on a stand against the wall, while indoor plants add a touch of greenery. Natural light illuminates the space from well-placed ceiling lights.

4.95 out of 5 average rating, 175 reviews

Newly Renovated Lovely 2 bedroom unit - Newton MA

Only a 10 minute drive to the heart of Boston's downtown area and other central Boston colleges and universities. This is a newly renovated 2 bedroom unit with 2 bathrooms on the first floor for parties up to 7 people (convertable couches) in a quiet and peaceful Irish suburban community. Driveway and street parking is always available. About an 11 minute walk to the nearest commuter rail line. Laundry access in the basement. No indoor smoke and no open flames, fines will be issued if caught.

FamilyLocationDecor

4.9 out of 5 average rating, 110 reviews

A well-maintained yard sits on a spacious acre, featuring lush green grass and a variety of trees. The house is partially visible on the right, and a clear path leads to the sunroom entrance. Flower beds with blooming plants add color to the landscape.

Home in Walpole

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

ValueLocationKitchen

4.93 out of 5 average rating, 184 reviews

The living room features two dark leather sofas arranged around a circular glass coffee table. Natural light enters through large windows adorned with light-colored drapes. A mirror on the wall complements the warm beige walls, enhancing the space's cozy atmosphere.

Home in Wayland

Quiet & Cozy 4 BR in Metrowest- 25 mins to Boston

Keep it simple at this peaceful and centrally-located home. Cozy, quiet & clean 4 bedroom and 2 bathroom home conveniently located in the Metrowest area- 25 minutes to Boston. Situated in a very quiet neighborhood, close to grocery stores, restaurants and shopping. Guests will have access to the entire home excluding the garage. * Free parking * Free high speed internet/WiFi * Premium Cable channels * Basic cookware & dinnerware * Access to free Washer & Dryer * Keypad Entry System

ValueFamilyCleanliness

4.9 out of 5 average rating, 132 reviews

Home in Wayland

Spacious 4 bedroom home with large yard

Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.

ValueLocationBeach

4.94 out of 5 average rating, 109 reviews

The exterior of a Victorian-era home is surrounded by lush greenery, with vibrant flowers lining the pathway. A spacious porch is visible, framed by tall trees, inviting guests to enjoy the natural setting. A gravel driveway leads to the welcoming entrance.

Home in Waltham

Harvard House-The Gathering Place.

HARVARD HOUSE - The Gathering Place--- Winter Specials for single rooms Jan-March-20% off A magical atmosphere ideal for small weddings, birthdays, graduations, celebrations of life. team building "Harvard House is an amazing place, it helped our family renew the ties that bind." "The team created a shared vision, conflicts got ironed out, we built a rallying momentum." "Our wedding at Harvard House was amazing." "Our group split the costs which made it affordable."

FamilyLocationPets

4.95 out of 5 average rating, 104 reviews

A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. Two lamps provide soft lighting. Mirrored closet doors reflect the room, and artwork hangs on the wall, adding a touch of character. Warm wooden flooring complements the neutral decor.

Home in Canton

Gorgeous 2nd Floor Home with Private Entry

Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.

LocationFamilyCleanliness

4.78 out of 5 average rating, 494 reviews

The living area is furnished with a soft sofa and decorative throw pillows, complemented by a patterned area rug. Natural light enters through sheer curtains, creating a bright and welcoming ambiance. A dining table with wooden chairs is visible in the adjoining space.

Home in Waltham

Beautiful, Clean & Quiet 2 BR- 15 min to BOSTON

SUNNY, CLEAN 2 bedroom with updated kitchen (granite counter top) and bathroom. Minutes to vibrant Moody Street for restaurants (great selection range from good old American food to Asian), local homemade ice cream shop, shops and a movie theater. Quiet, convenient location- 15 minutes to Boston and close to Brandeis University, Regis College, Bentley College and Lasell College. FREE PARKING, WiFi and WASHER & DRYER.

LocationFamilyAccess

4.98 out of 5 average rating, 300 reviews

A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.

Home in Dedham

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

ValueFamilyCheckout

4.85 out of 5 average rating, 595 reviews

Home in Dedham

Private apartment close the city!

New couch! New towels and linens! Fresh paint! New flooring coming soon. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.

FamilyValueBackyard

Popular amenities for Wellesley house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 119 reviews

The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.

Home in Weston

Spacious vacation unit in premium suburban town

ValueFamilyComfort

4.95 out of 5 average rating, 179 reviews

An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.

Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

FamilyLocationCheckout

4.97 out of 5 average rating, 129 reviews

An outdoor lounge area features a circular table surrounded by curved sofas adorned with cushions. Soft curtains frame the space, while potted flowers add vibrant color. Natural light filters through the overhead structure, creating a relaxed atmosphere for gatherings.

Home in Worcester

Gather, Cook & Unwind, 3BR, Fireplace

FamilyLocationGrill

4.87 out of 5 average rating, 186 reviews

The living room features floral patterned sofas arranged around a wooden coffee table. A decorative fireplace is framed by white molding, above which hangs a painting depicting a serene landscape. Natural light enters through two windows, with a basket and various items adding to the homey ambiance.

Home in Burrillville

Great country getaway

ValueFamilyHiking

A private pool area features loungers arranged beside a clear water swimming pool. Blue-and-white striped umbrellas provide shade over the seating. A stone wall outlines the space, complemented by leafy shrubs and a dedicated area for outdoor dining and grilling.

4.83 out of 5 average rating, 54 reviews

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

FamilyLocationKitchen

An open-concept living space is highlighted by warm wood flooring and soft lighting. A modern kitchen with wooden cabinets and sleek countertops is visible in the background. Comfortable seating is arranged around a glass coffee table, inviting relaxation and conversation.

4.95 out of 5 average rating, 91 reviews

Explore Boston in style! Dream home (STR-26-3)

LocationFamilyHot tub

5.0 out of 5 average rating, 41 reviews

Spacious quiet Newton Villa *Easy Boston Access!

LocationValueCleanliness

4.9 out of 5 average rating, 20 reviews

Metrowest Family Retreat

LocationFamilySleep quality

Weekly house rentals

4.99 out of 5 average rating, 117 reviews

A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.

Home in Arlington

The Brickhouz at Arlington !

LocationFamilyCondition

4.93 out of 5 average rating, 380 reviews

A cozy living room is highlighted by wood paneling and exposed beams. Plush seating includes a sofa and two armchairs. A coffee table is centered in the space, with a television displaying programming. Natural light fills the room through multiple windows adorned with soft curtains.

Home in Brighton

All the comforts of home, quiet city neighborhood

LocationFamilyView

4.93 out of 5 average rating, 156 reviews

A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.

Home in Stoughton

Modern home 22 min Boston, 20 min Gillette Stadium

ValueFamilyBathroom

4.94 out of 5 average rating, 150 reviews

A charming Victorian-style home is surrounded by lush greenery and well-maintained landscaping. The blue exterior features decorative trim near the porch, which is equipped with seating. Pathways lead through the front yard, adding to the welcoming ambiance of the property.

Home in Hyde Park

BEAUTIFUL SINGLE FAMILY VICTORIAN in Hyde Park!

LocationValueBreakfast

4.86 out of 5 average rating, 358 reviews

The dining area features a wooden table with six chairs, complemented by a striped table runner. A stylish vase with dried stems is placed at the center. A cozy couch, adorned in rich upholstery, is located beside the table, with a cityscape wall art piece above a dark cabinet.

Home in Hyde Park

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

ValueFamilyGrill

5.0 out of 5 average rating, 32 reviews

Home in Wellesley

Wellesley Spacious and Modern

FamilyLocationSleep quality

4.72 out of 5 average rating, 18 reviews

A cozy living room features a large sectional sofa and a coffee table on a patterned area rug. Natural light floods the space through sliding glass doors that lead to a lush backyard, enhancing the room's open feel. Decorative plants add a touch of greenery.

Home in Wellesley

Quiet Entire House 2Br/2Ba Walk to Train/Colleges

FamilyLocationCleanliness

5.0 out of 5 average rating, 11 reviews

Retreat Near Boston | AC, BBQ, Deck, Pets OK

LocationFamilyOutdoor spaces

Private house rentals

4.94 out of 5 average rating, 93 reviews

The charming exterior of the 1897 home features a wraparound porch adorned with flags and seasonal decorations. A well-maintained yard displays decorative stone borders, mulch, and blooming flowers, framed by lush green trees and shrubs.

Home in Sudbury

Spacious Victorian Home | Family + Pet Friendly

LocationValueWalkability

A spacious living area is presented with soft beige walls and a wooden floor. A light gray sectional sofa and a cozy armchair are arranged around a coffee table. A wall-mounted TV is positioned across from the seating, with art pieces enhancing the ambiance. Natural light floods in through two windows.

4.82 out of 5 average rating, 68 reviews

Very nice home close to Boston

FamilyLocationAir conditioning

An open living area showcases a modern sectional sofa adorned with colorful cushions. A sleek glass coffee table is positioned on a plush area rug. Large windows draped with sheer curtains allow natural light to filter in, leading to a sunny deck area.

4.86 out of 5 average rating, 59 reviews

Elegant Chestnut Hill Home

LocationFamilyLong stay

4.96 out of 5 average rating, 28 reviews

Home in Dedham

Elegant 4BR Retreat | Yard & Parking | Dedham 94

FamilyLocationAccess

4.94 out of 5 average rating, 47 reviews

The exterior of a two-family house features a welcoming front porch with wooden beams. Gray stone steps lead to two separate entries, framed by black railings. Lush greenery and flower beds line the walkway, while a manicured lawn enhances the inviting curb appeal.

Home in Roslindale

New modern cozy 3BR condo: free parking&near train

LocationValueOutdoor spaces

The blue cottage features a welcoming front facade with a large window and a red door. Steps lead up to the entrance, flanked by a landscaped garden with hydrangeas. A grassy area is visible in the foreground, adding to the home's curb appeal.

4.95 out of 5 average rating, 62 reviews

Walk to Restaurants & Park - Charming Cottage

LocationFamilyPets

4.97 out of 5 average rating, 31 reviews

Beautiful 5 bedroom retreat, Pet Friendly, Boston

LocationFamilyAccuracy